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Search for "three-component reaction" in Full Text gives 138 result(s) in Beilstein Journal of Organic Chemistry.

Application of N-heterocyclic carbene–Cu(I) complexes as catalysts in organic synthesis: a review

  • Nosheen Beig,
  • Varsha Goyal and
  • Raj K. Bansal

Beilstein J. Org. Chem. 2023, 19, 1408–1442, doi:10.3762/bjoc.19.102

Graphical Abstract
  • , generated from the tetranuclear complex, as the catalytically active species. 2.4 A3 reactions In recent years, the three component reaction of an aldehyde, a secondary amine and a terminal alkyne, known as A3 reaction to afford chiral propargylamines 140 has received much attention. The latter compounds
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Published 20 Sep 2023

Selective construction of dispiro[indoline-3,2'-quinoline-3',3''-indoline] and dispiro[indoline-3,2'-pyrrole-3',3''-indoline] via three-component reaction

  • Ziying Xiao,
  • Fengshun Xu,
  • Jing Sun and
  • Chao-Guo Yan

Beilstein J. Org. Chem. 2023, 19, 1234–1242, doi:10.3762/bjoc.19.91

Graphical Abstract
  • -promoted three-component reaction of ammonium acetate, isatins and in situ-generated 3-isatyl-1,4-dicarbonyl compounds. The piperidine-promoted three-component reaction of ammonium acetate, isatins and the in situ-generated dimedone adducts of 3-ethoxycarbonylmethyleneoxindoles afforded mutlifunctionalized
  • -oxoindolin-3-ylidene)acetate in toluene according to the published method [52]. Then, the reaction conditions of the three-component reaction of isatyl adduct 1a (0.20 mmol), isatin 2a (0.20 mmol) and ammonium acetate (0.5 mmol) were examined according to Zhang and co-workers reported reaction (reaction 1 in
  • ). Prolonging the reaction time did not increase the yield of product 3a (Table 1, entry 12). Therefore, the optimized reaction conditions found for this three-component reaction are the use of a mixture of methanol and toluene at 50 °C for seven hours in the presence of piperidine. With the optimized reaction
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Published 22 Aug 2023

The unique reactivity of 5,6-unsubstituted 1,4-dihydropyridine in the Huisgen 1,4-diploar cycloaddition and formal [2 + 2] cycloaddition

  • Xiu-Yu Chen,
  • Hui Zheng,
  • Ying Han,
  • Jing Sun and
  • Chao-Guo Yan

Beilstein J. Org. Chem. 2023, 19, 982–990, doi:10.3762/bjoc.19.73

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  • Xiu-Yu Chen Hui Zheng Ying Han Jing Sun Chao-Guo Yan College of Chemistry & Chemical Engineering, Yangzhou University, Jiangsu, Yangzhou 225002, China 10.3762/bjoc.19.73 Abstract The three-component reaction of isoquinolines, dialkyl acetylenedicarboxylates, and 5,6-unsubstituted 1,4
  • ][28][29][30]. The 5,6-unsubstituted 1,4-dihydropyridines can be easily prepared from the three-component reaction of an arylamine, cinnamaldehyde, and methyl acetoacetate [31][32][33][34]. The unsubstituted C=C double bond in 5,6-unsubstituted 1,4-dihydropyridines exhibits high reactivity and could
  • act as activated alkene to take part in various cycloaddition reactions [35][36][37][38][39][40]. For example, Lavilla and co-workers developed a Sc(OTf)3-catalyzed three-component reaction of 5,6-unsubstituted 1,4-dihydropyridines, arylamines and ethyl glyoxylate for the preparation of various pyrido
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Published 29 Jun 2023

Synthesis of imidazo[1,2-a]pyridine-containing peptidomimetics by tandem of Groebke–Blackburn–Bienaymé and Ugi reactions

  • Oleksandr V. Kolomiiets,
  • Alexander V. Tsygankov,
  • Maryna N. Kornet,
  • Aleksander A. Brazhko,
  • Vladimir I. Musatov and
  • Valentyn A. Chebanov

Beilstein J. Org. Chem. 2023, 19, 727–735, doi:10.3762/bjoc.19.53

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  • heterocyclic acid 8a was obtained by a three-component reaction of 2-amino-5-chloropyridine (1a), 4-formylbenzoic acid (5f), and tert-butyl isocyanide (3a) according to the procedure described above (Scheme 3). In another step, we attempted to introduce the acid 8a into the Ugi four-component reaction with 4
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Published 26 May 2023

Palladium-catalyzed enantioselective three-component synthesis of α-arylglycine derivatives from glyoxylic acid, sulfonamides and aryltrifluoroborates

  • Bastian Jakob,
  • Nico Schneider,
  • Luca Gengenbach and
  • Georg Manolikakes

Beilstein J. Org. Chem. 2023, 19, 719–726, doi:10.3762/bjoc.19.52

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  • Bastian Jakob Nico Schneider Luca Gengenbach Georg Manolikakes Department of Chemistry, RPTU Kaiserslautern-Landau, Erwin-Schrödinger-Str. Geb. 54, D-67663 Kaiserslautern, Germany 10.3762/bjoc.19.52 Abstract A palladium-catalyzed enantioselective three-component reaction of glyoxylic acid
  • vs 89% after 2 h with PhB(OH)2). These preliminary studies confirmed our initial hypothesis that aryltrifluoroborates can be utilized as precursors for a slow release of the free boronic acid in our palladium-catalyzed three-component reaction. Therefore, we started to optimize the reaction
  • corresponding R,R-iPrBox-ligand the second enantiomer, (R)-arylglycine 10l could be prepared with a similar yield and enantioselectivity. Conclusion In summary, we have reported a palladium-catalyzed enantioselective three-component reaction of aryltrifluoroborates, sulfonamides, and glyoxylic acid. This method
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Published 25 May 2023

An efficient metal-free and catalyst-free C–S/C–O bond-formation strategy: synthesis of pyrazole-conjugated thioamides and amides

  • Shubham Sharma,
  • Dharmender Singh,
  • Sunit Kumar,
  • Vaishali,
  • Rahul Jamra,
  • Naveen Banyal,
  • Deepika,
  • Chandi C. Malakar and
  • Virender Singh

Beilstein J. Org. Chem. 2023, 19, 231–244, doi:10.3762/bjoc.19.22

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  • -tethered thioamide and amide conjugates. The thioamides were generated by employing a three-component reaction of diverse pyrazole C-3/4/5 carbaldehydes, secondary amines, and elemental sulfur in a single synthetic operation. The advantages of this developed protocol refer to the broad substrate scope
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Published 02 Mar 2023

A novel bis-triazole scaffold accessed via two tandem [3 + 2] cycloaddition events including an uncatalyzed, room temperature azide–alkyne click reaction

  • Ksenia Malkova,
  • Andrey Bubyrev,
  • Vasilisa Krivovicheva,
  • Dmitry Dar’in,
  • Alexander Bunev and
  • Mikhail Krasavin

Beilstein J. Org. Chem. 2022, 18, 1636–1641, doi:10.3762/bjoc.18.175

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  • University, Kaliningrad 236016, Russian Federation 10.3762/bjoc.18.175 Abstract The previously described α-acetyl-α-diazomethanesulfonamide was employed in a three-component reaction with azide-containing benzaldehydes and propargylamines. Besides the initial formation of the triazole core, the reaction
  • scaffolds. Recently, we reported a novel, metal-free synthesis of 1,5-disubstituted 1,2,3-triazoles via a three-component reaction of α-acetyl-α-diazomethanesulfonamide (1) with aldehydes and amines [4]. The reaction proceeded, presumably, through the formation of the initial 1,2,3-triazoline adduct 2 [5
  • on cell proliferation in concentrations up to 250 μM. This validates these novel compounds as non-cytotoxic probes for interrogation of various biological targets. Conclusion The previously described α-acetyl-α-diazomethanesulfonamide was employed in a three-component reaction with azide-containing
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Published 02 Dec 2022

Functionalization of imidazole N-oxide: a recent discovery in organic transformations

  • Koustav Singha,
  • Imran Habib and
  • Mossaraf Hossain

Beilstein J. Org. Chem. 2022, 18, 1575–1588, doi:10.3762/bjoc.18.168

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  • through C–H/C–H coupling [10]. Also, in 2020, Valery P. Perevalov and team reported a three-component reaction of 2-unsubstituted imidazole N-oxides, arylglyoxals, and CH-acids [11]. However, the use of imidazole 1-oxides is not much unfolded till now among the science community. There were quite some
  • arylglyoxals to investigate the scope of substrates. No products were obtained in case of the acyclic CH-acids like dimethyl malonate, acetylacetone, and ethyl acetoacetate under the same conditions. The reaction follows almost the same mechanistic pathway that was previously mentioned as three-component
  • reaction. However, in this reaction process, 2.0 equiv of CH-acids were needed against arylglyoxals since the electrophilic character of glyoxals is higher than that of aldehydes, generating less stable enones while reacting with CH-acids. First, 1.0 equiv CH-acid was reacted with 1.0 equiv arylglyoxal to
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Published 22 Nov 2022

Experimental and theoretical studies on the synthesis of 1,4,5-trisubstituted pyrrolidine-2,3-diones

  • Nguyen Tran Nguyen,
  • Vo Viet Dai,
  • Nguyen Ngoc Tri,
  • Luc Van Meervelt,
  • Nguyen Tien Trung and
  • Wim Dehaen

Beilstein J. Org. Chem. 2022, 18, 1140–1153, doi:10.3762/bjoc.18.118

Graphical Abstract
  • aromatic aldehyde, aniline, and ethyl 2,4-dioxovalerate, respectively, in acetic acid as solvent was used to synthesize other substituted 4-acetyl-3-hydroxy-3-pyrroline-2-ones. It may be surmised that the first step in the three-component reaction to synthesize substituted 4-acetyl-3-hydroxy-3-pyrroline-2
  • shown in solvent models used in this work. Conclusion 4-Acetyl-3-hydroxy-3-pyrrolin-2-ones were synthesized successfully via the three-component reaction of an aromatic aldehyde, aniline, and ethyl 2,4-dioxovalerate with acceptable yields. The broadening of peaks in the 13C NMR spectra for the two
  • -component reaction. Proposed mechanistic path for the synthesis of substituted 4-acetyl-3-hydroxy-3-pyrroline-2-ones. Tautomerism of compounds 4a–c in DMSO. Reaction pathways from 4a, 4a’ to 10ab via IS5 in the gase phase. Reaction pathways from 4a to 10ab-v2 via IS3 in the gase phase. Starting materials 1a
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Published 31 Aug 2022

Molecular diversity of the base-promoted reaction of phenacylmalononitriles with dialkyl but-2-ynedioates

  • Hui Zheng,
  • Ying Han,
  • Jing Sun and
  • Chao-Guo Yan

Beilstein J. Org. Chem. 2022, 18, 991–998, doi:10.3762/bjoc.18.99

Graphical Abstract
  • remained in the product 3a. This result might be due to the weak basic system and the milder conditions. An attempt to develop a three-component reaction by directly using the phenacyl bromide and malononitrile to replace the previously prepared phenacylmalononitrile in the reaction was not successful. The
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Published 08 Aug 2022

Synthesis of novel alkynyl imidazopyridinyl selenides: copper-catalyzed tandem selenation of selenium with 2-arylimidazo[1,2-a]pyridines and terminal alkynes

  • Mio Matsumura,
  • Kaho Tsukada,
  • Kiwa Sugimoto,
  • Yuki Murata and
  • Shuji Yasuike

Beilstein J. Org. Chem. 2022, 18, 863–871, doi:10.3762/bjoc.18.87

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  • attention [15][19][20][21][22][23][24][25][26]. This method involves a transition-metal-catalyzed one-pot, three-component reaction in which two functional groups are simultaneously introduced on the Se atom via double selenation. As examples, the following Cu-catalyzed one-pot reactions have been reported
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Published 19 Jul 2022

Copper-catalyzed multicomponent reactions for the efficient synthesis of diverse spirotetrahydrocarbazoles

  • Shao-Cong Zhan,
  • Ren-Jie Fang,
  • Jing Sun and
  • Chao-Guo Yan

Beilstein J. Org. Chem. 2022, 18, 796–808, doi:10.3762/bjoc.18.80

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  • this respect, Lévy reported a copper-catalyzed three-component reaction of aromatic aldehydes, ethyl indole-2-acetate and N-alkylmaleimides for the efficient construction of polycyclic tetrahydrocarbazoles, in which indolo-2,3-quinodimethane intermediate was initially generated and sequentially
  • chemistry. Recently, we have reported the efficient construction of a series of heterocyclic spiro compounds including tetrahydrospiro[carbazole-3,3’-indolines] by using the Levy three-component reaction of indole-2-acetate, aromatic aldehydes and various cyclic dienophiles such as 3-phenacylideneoxindoles
  • benzoyl group and the phenyl group in oxindole stand in cis-position in the starting 3-phenacylideneoxindoles [75]. Therefore, a concerted Diels–Alder reaction should be involved in this three-component reaction. On the basis of this success, we further considered whether other dienophiles could be
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Published 07 Jul 2022

Inductive heating and flow chemistry – a perfect synergy of emerging enabling technologies

  • Conrad Kuhwald,
  • Sibel Türkhan and
  • Andreas Kirschning

Beilstein J. Org. Chem. 2022, 18, 688–706, doi:10.3762/bjoc.18.70

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  • technologies microwave and flow were combined are the Dimroth rearrangement exemplified for the conversion of 1,3-thiazine 3 to the corresponding 3-substituted hydropyrimidine 4 (Scheme 7, reaction 1) [48]. A noteworthy example was recently published by Organ and co-workers [49]. A three-component reaction of
  • three-component reaction (reaction 2) to propargyl amines 8 under continuous flow conditions with microwave assistance. Claisen rearrangement in flow: A. comparison between conventional heating (external oil bath), microwave irradiation, and inductive heating; and B. coupled flow-through protocol
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Published 20 Jun 2022

Bifunctional thiourea-catalyzed asymmetric [3 + 2] annulation reactions of 2-isothiocyanato-1-indanones with barbiturate-based olefins

  • Jiang-Song Zhai and
  • Da-Ming Du

Beilstein J. Org. Chem. 2022, 18, 25–36, doi:10.3762/bjoc.18.3

Graphical Abstract
  • through a gram-scale synthesis, one-pot three-component reactions and further transformation experiments of the products. Keywords: asymmetric catalysis; cyclization reaction; Michael addition; one-pot three-component reaction; spirobarbiturates; Introduction Indane scaffolds exist in various
  • % ee) could still be maintained (Scheme 6b). This one-pot three-component reaction would be more convenient for potential industrial applications. Finally, in order to understand the enantioselective formation process of product 3, we proposed the possible mechanisms for the [3 + 2] cyclization
  • residue was purified by flash column chromatography on silica gel (petroleum ether/ethyl acetate 4:1) to give pure compound 5 as white solid (44.0 mg, 95% yield). 6. One-pot three-component reaction for the synthesis of 3aa 1,3-Dimethylpyrimidine-2,4,6(1H,3H,5H)-trione (15.6 mg, 0.10 mmol) and
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Published 04 Jan 2022

Synthesis of new substituted 7,12-dihydro-6,12-methanodibenzo[c,f]azocine-5-carboxylic acids containing a tetracyclic tetrahydroisoquinoline core structure

  • Agnieszka Grajewska,
  • Maria Chrzanowska and
  • Wiktoria Adamska

Beilstein J. Org. Chem. 2021, 17, 2511–2519, doi:10.3762/bjoc.17.168

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  • Petasis three-component reaction followed by the Pomeranz–Fritsch–Bobbitt cyclization. The Petasis reaction between boronic acids, carbonyl derivatives, and amines, leading to the formation of amino acids and the Pomeranz–Fritsch–Bobbitt cyclization of amino acetals, leading to the construction of C-1
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Published 07 Oct 2021

Photoredox catalysis in nickel-catalyzed C–H functionalization

  • Lusina Mantry,
  • Rajaram Maayuri,
  • Vikash Kumar and
  • Parthasarathy Gandeepan

Beilstein J. Org. Chem. 2021, 17, 2209–2259, doi:10.3762/bjoc.17.143

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  • [141] independently demonstrated photoredox/nickel-catalyzed approaches to olefin difunctionalizations involving C(sp3)–H activation. Thus, Kong devised a synthetic method combining nickel catalysis with tetrabutylammonium decatungstate (TBADT) as photocatalyst for the three component reaction of
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Published 31 Aug 2021

On the application of 3d metals for C–H activation toward bioactive compounds: The key step for the synthesis of silver bullets

  • Renato L. Carvalho,
  • Amanda S. de Miranda,
  • Mateus P. Nunes,
  • Roberto S. Gomes,
  • Guilherme A. M. Jardim and
  • Eufrânio N. da Silva Júnior

Beilstein J. Org. Chem. 2021, 17, 1849–1938, doi:10.3762/bjoc.17.126

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  • -component reaction in which a cobalt-Cp*-catalyzed C–H bond addition afforded complex scaffolds in good yields (Scheme 37B and C) [193]. The authors explained the stereoselectivity by means of a mechanism involving a hydride migration suffering influence of steric effects related not only to the catalyst
  • commercially available anticancer drug [192]). They achieved the C–H methylation by following two methods (method A or method B, Scheme 36A) and obtained the methylated analogues 107–119 in moderate to very high yields (Scheme 36B and C). Ellman and co-workers described a powerful and interesting three
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Published 30 Jul 2021

Icilio Guareschi and his amazing “1897 reaction”

  • Gian Cesare Tron,
  • Alberto Minassi,
  • Giovanni Sorba,
  • Mara Fausone and
  • Giovanni Appendino

Beilstein J. Org. Chem. 2021, 17, 1335–1351, doi:10.3762/bjoc.17.93

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  • industrialized total synthesis of a nontrivial natural product. The original experimental protocol was recently improved by replacing the inorganic base (KOH, NaOH) with the amidine base diazobicycloundecane (DBU) as well as ethanol with n-propanol [49]. The type-III Guareschi reaction is a three-component
  • reaction reported in 1898 [50]. It involves the reaction of a β-dicarbonyl (ester or diketone) with a primary amine or ammonia and a cyanoacetic ester. The mechanism of this condensation closely resembles the three-component version of the Hantzsch pyridine synthesis and generates 6-hydroxypyridones. Also
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Published 25 May 2021

A comprehensive review of flow chemistry techniques tailored to the flavours and fragrances industries

  • Guido Gambacorta,
  • James S. Sharley and
  • Ian R. Baxendale

Beilstein J. Org. Chem. 2021, 17, 1181–1312, doi:10.3762/bjoc.17.90

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Published 18 May 2021

Microwave-assisted multicomponent reactions in heterocyclic chemistry and mechanistic aspects

  • Shivani Gulati,
  • Stephy Elza John and
  • Nagula Shankaraiah

Beilstein J. Org. Chem. 2021, 17, 819–865, doi:10.3762/bjoc.17.71

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  • ; 4, Figure 1) [36][37]. The relevance of acridine in drug discovery galvanized Singh and co-workers [38] to develop a water-promoted three-component reaction involving aldehydes 5, cyclic 1,3-diketone 6 and ammonium acetate powered by microwave irradiation resulting in 4-arylacridinediones 7 in
  • with N,O-acetyl intermediate E, this may lead to the formation of a very hindered intermediate C via SN2 inversion of B and thus favors the involvement of pathway A rather than pathway B. Simultaneously, Li and co-workers [46] reported a three-component reaction for the synthesis of benzo[f]azulen-1
  • marketed drugs structured around indole implying its pharmacological significance such as oxypertine (27), ateviridine (28) [47] and spirooxindole-based potent cytotoxic agents 29, 30 and 31 [48]. In 2017, Lin and co-workers [49] designed a TFA-catalyzed three-component reaction for the regioselective
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Published 19 Apr 2021

Synthetic reactions driven by electron-donor–acceptor (EDA) complexes

  • Zhonglie Yang,
  • Yutong Liu,
  • Kun Cao,
  • Xiaobin Zhang,
  • Hezhong Jiang and
  • Jiahong Li

Beilstein J. Org. Chem. 2021, 17, 771–799, doi:10.3762/bjoc.17.67

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  • -bond adduct. The first light-promoted three-component reaction has been realized by a halogen-bond adduct, forming perfluoroalkylated pyrimidines 26 (Scheme 8). A variety of perfluorinated chains were assembled with methylene compounds and guanidines or amidines, giving the corresponding
  • three-component reaction in the absence of light, which is of great significance for the later study of temperature-driven EDA complexes. In 2017, König and colleagues [42] discovered an EDA complex 75 formed by bromothiophene 72, aniline (73), and N,N-diisopropylethylamine (DIPEA) as organic base
  • the subsequent reaction (Scheme 28). On account of a wide range of substrates and functional group compatibility, this protocol can be exploited to assemble various β-trifluoromethylated alkynes by three-component reaction without transition-metal catalysis. In 2018, Xu and colleagues [48] proposed
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Published 06 Apr 2021

Silver-catalyzed synthesis of β-fluorovinylphosphonates by phosphonofluorination of aromatic alkynes

  • Yajing Zhang,
  • Qingshan Tian,
  • Guozhu Zhang and
  • Dayong Zhang

Beilstein J. Org. Chem. 2020, 16, 3086–3092, doi:10.3762/bjoc.16.258

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  • 200032, P. R. China 10.3762/bjoc.16.258 Abstract A silver-catalyzed three-component reaction involving alkynes, Selectfluor®, and diethyl phosphite was employed for the one-pot formation of C(sp2)–F and C(sp2)–P bonds to provide an efficient access to β-fluorovinylphosphonates in a highly regio- and
  • subsequent fluorine atom transfer. Keywords: β-fluorovinylphosphonates; fluorine atom transfer; P-centered radical; silver catalysis; three-component reaction; Introduction As one of the most important topics in organic chemistry, the introduction of fluorine and phosphorus atoms into double bonds is an
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Published 18 Dec 2020

Three-component reactions of aromatic amines, 1,3-dicarbonyl compounds, and α-bromoacetaldehyde acetal to access N-(hetero)aryl-4,5-unsubstituted pyrroles

  • Wenbo Huang,
  • Kaimei Wang,
  • Ping Liu,
  • Minghao Li,
  • Shaoyong Ke and
  • Yanlong Gu

Beilstein J. Org. Chem. 2020, 16, 2920–2928, doi:10.3762/bjoc.16.241

Graphical Abstract
  • , aliphatic primary amines and ammonia, such as benzylamine and N-butylamine, were also examined as nitrogen donors; however, no desired product was detected. Then, we attempted to synthesize pharmaceutically active N-heterocyclic pyrrole derivatives with the aid of this three-component reaction. To our great
  • aromatization to produce 5a. KI may play a key role in the last step, and we suspected that it can promote the removal of bromide. Although 5a can theoretically be synthesized through a three-component reaction of 1b, 2a, and an appropriate aldehyde, for example, acetaldehyde [50][51] owing to the insufficient
  • . Direct synthesis of pyrrole-3-carboxamide derivatives. Plausible mechanism of the three-component reaction. Synthesis of polysubstituted pyrazolo[3,4-b]pyridine derivatives. Optimization of the conditions for the reaction between 1a, 2a, and 3a.a Supporting Information Supporting Information File 500
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Published 30 Nov 2020

A novel and robust heterogeneous Cu catalyst using modified lignosulfonate as support for the synthesis of nitrogen-containing heterocycles

  • Bingbing Lai,
  • Meng Ye,
  • Ping Liu,
  • Minghao Li,
  • Rongxian Bai and
  • Yanlong Gu

Beilstein J. Org. Chem. 2020, 16, 2888–2902, doi:10.3762/bjoc.16.238

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  • activity in organic reactions. Tricyclic indole alkaloids bearing 3,4-fused seven-membered rings have attracted much attention because of their interesting molecular architectures and important biological activities [32][33]. Here the three-component reaction of 4-aminoindole (1a), 4-methylbenzaldehyde (2a
  • ) and diethyl acetylenedicarboxylate (3a) was performed to construct the seven-membered indole ring system with the aid of the LS-FAS-Cu catalyst, and the results are summarized in Table 1. At the beginning, the three-component reaction was conducted without the presence of any catalyst, but no products
  • -Cu-promoted conditions as well, and gave the product 4o in 65% yield. The successful attempts in the three-component reaction of 4-aminoindoles (1a), alkynes and aldehydes indicate that the heterogeneous catalyst LS-FAS-Cu is competent for catalyzing nitrogen-containing heterocyclic compounds without
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Published 26 Nov 2020

Controlling the stereochemistry in 2-oxo-aldehyde-derived Ugi adducts through the cinchona alkaloid-promoted electrophilic fluorination

  • Yuqing Wang,
  • Gaigai Wang,
  • Anatoly A. Peshkov,
  • Ruwei Yao,
  • Muhammad Hasan,
  • Manzoor Zaman,
  • Chao Liu,
  • Stepan Kashtanov,
  • Olga P. Pereshivko and
  • Vsevolod A. Peshkov

Beilstein J. Org. Chem. 2020, 16, 1963–1973, doi:10.3762/bjoc.16.163

Graphical Abstract
  • associated with controlling their stereochemical outcome [33][34][35] severely restrict their applicability in medicinal chemistry [36]. The typical Passerini three-component reaction (P-3CR) of a carboxylic acid 1, an aldehyde 2, and an isocyanide 3 being conducted in a polar-aprotic solvent such as THF or
  • structure of (S)-12e (slow enantiomer). Post-transformations of 2-oxo-aldehyde-derived Ugi adducts 8. Synthesis of 2-oxo-aldehyde-derived Ugi adducts. Asymmetric protocols for Passerini three-component reaction (P-3CR). Asymmetric protocols for Ugi four-component reaction (U-4CR) by Houk, Tan and co-workers
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Published 11 Aug 2020
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