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Search for "transition metal" in Full Text gives 683 result(s) in Beilstein Journal of Organic Chemistry. Showing first 200.

Synthesis of N-phenyl- and N-thiazolyl-1H-indazoles by copper-catalyzed intramolecular N-arylation of ortho-chlorinated arylhydrazones

  • Yara Cristina Marchioro Barbosa,
  • Guilherme Caneppele Paveglio,
  • Claudio Martin Pereira de Pereira,
  • Sidnei Moura,
  • Cristiane Storck Schwalm,
  • Gleison Antonio Casagrande and
  • Lucas Pizzuti

Beilstein J. Org. Chem. 2022, 18, 1079–1087, doi:10.3762/bjoc.18.110

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  • reaction of hydrazones and p-benzoquinones [16], and Co3+/Cu2+-catalyzed C−N/N−N coupling of imidates with anthranils as both aminating reagents and organic oxidants [17]. Additional established routes to 1H-indazoles comprise transition metal‐catalyzed [18][19][20] and metal-free [21][22] intramolecular
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Published 23 Aug 2022

Electrochemical formal homocoupling of sec-alcohols

  • Kosuke Yamamoto,
  • Kazuhisa Arita,
  • Masashi Shiota,
  • Masami Kuriyama and
  • Osamu Onomura

Beilstein J. Org. Chem. 2022, 18, 1062–1069, doi:10.3762/bjoc.18.108

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  • alcohol derivatives. The present transformations smoothly proceed in a simple undivided cell under constant current conditions without the use of external chemical oxidants/reductants, and transition-metal catalysts. Keywords: alcohols; dimerization; electrooxidation; electroreduction; paired
  • catalytic amount of transition-metal reductants have been developed, but stoichiometric silicon electrophiles and co-reductants such as Zn were commonly required to complete the catalytic cycle [14]. More recently, visible light-mediated pinacol coupling reactions have been disclosed by several groups [15
  • ][16][17][18]. In addition to the reductive coupling of carbonyl compounds, oxidative homocoupling reactions of benzyl alcohols under transition metal- or semiconductor-based photoredox catalysis have been demonstrated as attractive approaches to access vic-1,2-diols [19][20][21][22][23
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Published 22 Aug 2022

Automated grindstone chemistry: a simple and facile way for PEG-assisted stoichiometry-controlled halogenation of phenols and anilines using N-halosuccinimides

  • Dharmendra Das,
  • Akhil A. Bhosle,
  • Amrita Chatterjee and
  • Mainak Banerjee

Beilstein J. Org. Chem. 2022, 18, 999–1008, doi:10.3762/bjoc.18.100

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  • with N-bromosuccinimide (NBS) was carried out in toxic polar solvents (e.g., DMF), but no iodinated or chlorinated products were obtained because of the low reactivity of NIS and NCS (Scheme 1a) [24][25][26][27]. In recent time, the use of Lewis or Brønsted acids, Lewis bases, and transition-metal
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Published 09 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

Graphical Abstract
  • 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

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

Graphical Abstract
  • reaction. Reactions with soluble metal complexes or metal nanoparticles, utilized in transition-metal catalysis, are often avoided, especially if the metal contamination in the product exceeds certain limits. This is particularly true for the pharmaceutical industry. A continuous flow protocol for
  • combination of SPIONs and transition-metal catalysis opens up when both concepts are combined architecture-wise [83]. For instance, catalytically active metal nanoparticles, e.g., consisting of Pd(0), can be deposited on the silicate surface of MagSilicaTM, so that the required heat for Pd(0)-mediated
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Published 20 Jun 2022

Mechanochemical halogenation of unsymmetrically substituted azobenzenes

  • Dajana Barišić,
  • Mario Pajić,
  • Ivan Halasz,
  • Darko Babić and
  • Manda Ćurić

Beilstein J. Org. Chem. 2022, 18, 680–687, doi:10.3762/bjoc.18.69

Graphical Abstract
  • ; N-halosuccinimide; palladium(II); Introduction Electrophilic aromatic substitution [1][2][3] and ligand-directed transition-metal-catalyzed reactions [4][5][6][7][8] are among the most widely used synthetic approaches for the preparation of halogenated arenes. They are important precursors in cross
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Published 15 Jun 2022

Heteroleptic metallosupramolecular aggregates/complexation for supramolecular catalysis

  • Prodip Howlader and
  • Michael Schmittel

Beilstein J. Org. Chem. 2022, 18, 597–630, doi:10.3762/bjoc.18.62

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  • . Transition-metal catalysts play an important role for the development of intricate pharmaceutical drugs. Although transition-metal catalysts based on rhodium, cobalt, and palladium have been intensively studied, gold catalysis has received encouraging attention only recently [67][68]. Since selectivity of
  • final catalyst. In the next step, a transition-metal-ion based catalyst was prepared in situ by addition of one equiv of [Rh(acac)(CO)2], which generated the monoligated rhodium complex. Finally, catalysis was carried out at 5 bar of H2/CO (1:1) that converted the [Rh(acac)(CO)2] complex into the active
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Published 27 May 2022

Tosylhydrazine-promoted self-conjugate reduction–Michael/aldol reaction of 3-phenacylideneoxindoles towards dispirocyclopentanebisoxindole derivatives

  • Sayan Pramanik and
  • Chhanda Mukhopadhyay

Beilstein J. Org. Chem. 2022, 18, 469–478, doi:10.3762/bjoc.18.49

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  • important functional group transformation for the synthesis of heterocyclic and carbocyclic building blocks and reactive intermediates. Besides the use of various reducing agents, it is observed that tosylhydrazine develops the transition-metal-free and highly chemoselective conjugate reduction of α,β
  • dimerization produces dispirocyclopentanebisoxindoles in a transition-metal-free protocol (Scheme 1). Results and Discussion There is extensive application of 3-phenacylideneoxindoles generating diverse reaction strategies following the regioselective and diastereoselective synthesis of carbocyclic and
  • , 3o, 3q, 3s, 3t and 3x) gave a good yield of the corresponding product, respectively. Here also, the halo-substituted aryl ring on 1 can be further used for transition-metal-catalyzed cross coupling reactions, thus providing a very good application. Then the effect of N-protecting groups on the
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Published 27 Apr 2022

Menadione: a platform and a target to valuable compounds synthesis

  • Acácio S. de Souza,
  • Ruan Carlos B. Ribeiro,
  • Dora C. S. Costa,
  • Fernanda P. Pauli,
  • David R. Pinho,
  • Matheus G. de Moraes,
  • Fernando de C. da Silva,
  • Luana da S. M. Forezi and
  • Vitor F. Ferreira

Beilstein J. Org. Chem. 2022, 18, 381–419, doi:10.3762/bjoc.18.43

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  • oxidizing agent in the presence of a mixture of chromium(III) and manganese(II) salts to furnish product 10 in 70% yield (Table 1, entry 16) [62]. The authors proposed that the oxidation involves an initial ozonation of the transition metal salts, which then oxidized substrate 16 to the desired product 10
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Published 11 Apr 2022

Amamistatins isolated from Nocardia altamirensis

  • Till Steinmetz,
  • Wolf Hiller and
  • Markus Nett

Beilstein J. Org. Chem. 2022, 18, 360–367, doi:10.3762/bjoc.18.40

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  • +). This feature makes iron very useful as an enzyme cofactor for the shuffling of electrons. As a consequence of this, the transition metal is involved in many fundamental biological processes, such as respiration, photosynthesis, or nitrogen fixation [1]. In order to achieve iron homeostasis, organisms
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Published 30 Mar 2022

Synthesis of piperidine and pyrrolidine derivatives by electroreductive cyclization of imine with terminal dihaloalkanes in a flow microreactor

  • Yuki Naito,
  • Naoki Shida and
  • Mahito Atobe

Beilstein J. Org. Chem. 2022, 18, 350–359, doi:10.3762/bjoc.18.39

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  • (route (5)). However, these methods involve the use of toxic acids, bases, or transition metal catalysts, and typically require elevated temperatures [14][15][16][17][18][19][20]. In addition, very recently, Molander and co-workers have developed a photoredox-mediated radical/polar crossover process
  • which realizes for the construction of medium-sized saturated nitrogen heterocycles [21]. Although the process enables the rapid construction of saturated nitrogen heterocycles from acyclic precursors, it requires homogeneous precious transition metal complexes as photocatalysts. On the other hand
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Published 29 Mar 2022

A Se···O bonding catalysis approach to the synthesis of calix[4]pyrroles

  • Qingzhe Tong,
  • Zhiguo Zhao and
  • Yao Wang

Beilstein J. Org. Chem. 2022, 18, 325–330, doi:10.3762/bjoc.18.36

Graphical Abstract
  • ]. Despite these significant advances, catalysis with chalcogen bonding interactions is still in its infancy and the development of new types of reactions is highly desirable. Calix[4]pyrrole derivatives have been widely used as transition metal ligands and functional materials [50][51][52][53]. Thus far
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Published 18 Mar 2022

Regioselectivity of the SEAr-based cyclizations and SEAr-terminated annulations of 3,5-unsubstituted, 4-substituted indoles

  • Jonali Das and
  • Sajal Kumar Das

Beilstein J. Org. Chem. 2022, 18, 293–302, doi:10.3762/bjoc.18.33

Graphical Abstract
  • generated via 1,6-hydride shift in both I and II. Finally, an intramolecular Mannich-type cyclization then furnishes products 27. The cascade protocol enjoys several advantageous synthetic features, including high step- and atom-economy, transition-metal-free and room temperature conditions. In all cases
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Published 08 Mar 2022

Iridium-catalyzed hydroacylation reactions of C1-substituted oxabenzonorbornadienes with salicylaldehyde: an experimental and computational study

  • Angel Ho,
  • Austin Pounder,
  • Krish Valluru,
  • Leanne D. Chen and
  • William Tam

Beilstein J. Org. Chem. 2022, 18, 251–261, doi:10.3762/bjoc.18.30

Graphical Abstract
  • the art and science of selective molecular engineering [1]. To date, organic synthesis has largely been governed by the interconversion of pre-existing functional groups through the use of more traditional transition-metal-catalyzed cross-coupling reactions [2][3][4][5]. Although these reactions have
  • attractive. Transition-metal-catalyzed reactions of strained bicyclic derivatives have been an intense area of research in the last 20 years (Scheme 1) [14][15][16][17]. Of particular interest is oxabenzonorbornadiene (OBD, 1), as it bears multiple points of reactivity that allow for diverse
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Published 02 Mar 2022

Green synthesis of C5–C6-unsubstituted 1,4-DHP scaffolds using an efficient Ni–chitosan nanocatalyst under ultrasonic conditions

  • Soumyadip Basu,
  • Sauvik Chatterjee,
  • Suman Ray,
  • Suvendu Maity,
  • Prasanta Ghosh,
  • Asim Bhaumik and
  • Chhanda Mukhopadhyay

Beilstein J. Org. Chem. 2022, 18, 133–142, doi:10.3762/bjoc.18.14

Graphical Abstract
  • transition metal ions due to the presence of abundant amino and alcohol groups in the structure [18]. Because of this chelating character, as well as due to the hydrophilicity, unique three-dimensional structure, and mechanical properties, chitosan has several catalytic applications [19][20]. In this work
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Published 25 Jan 2022

Earth-abundant 3d transition metals on the rise in catalysis

  • Nikolaos Kaplaneris and
  • Lutz Ackermann

Beilstein J. Org. Chem. 2022, 18, 86–88, doi:10.3762/bjoc.18.8

Graphical Abstract
  • , Germany 10.3762/bjoc.18.8 Keywords: C–H activation; 3d transition metals; green chemistry; late-stage functionalization; sustainability; Transition metal catalysis has emerged as a transformative platform for the assembly of increasingly complex compounds, with enabling applications to natural product
  • industries as one of the most powerful methods for molecular assembly. With regard to the cost of goods and the allowance of trace metal impurities in medicinally relevant compounds, 3d transition metal complexes, such as those of iron, copper, cobalt or nickel, represent exciting, more sustainable
  • laboratories calls for a critical analysis of these methods to enable an efficient transition of these methods. Hence, manganese-catalyzed C–H functionalization for late-stage functionalizations of biomolecules and drug-like scaffolds are summarized [8]. Likewise, 3d transition metal-catalyzed C–H
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Editorial
Published 07 Jan 2022

Efficient synthesis of ethyl 2-(oxazolin-2-yl)alkanoates via ethoxycarbonylketene-induced electrophilic ring expansion of aziridines

  • Yelong Lei and
  • Jiaxi Xu

Beilstein J. Org. Chem. 2022, 18, 70–76, doi:10.3762/bjoc.18.6

Graphical Abstract
  • groups in symmetric and asymmetric ligands widely applied in various organic transformations [7]. Especially, bisoxazolines are a kind of widely applied chiral ligands in diverse transition metal-participating asymmetric catalysis [8][9][10]. Several methods have been developed for the efficient
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Published 05 Jan 2022

Recent advances and perspectives in ruthenium-catalyzed cyanation reactions

  • Thaipparambil Aneeja,
  • Cheriya Mukkolakkal Abdulla Afsina,
  • Padinjare Veetil Saranya and
  • Gopinathan Anilkumar

Beilstein J. Org. Chem. 2022, 18, 37–52, doi:10.3762/bjoc.18.4

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  • demanded the need of an alternative method for the synthesis of nitriles. Nowadays transition-metal-catalyzed reactions have received tremendous interest. Various transition metals such as Fe [15], Co [16], Ni [17], Pd [18], Cu [19], Rh [20] etc. were well explored in cyanation owing to its cost-effective
  • achieved significant progress in recent times. Transition-metal-catalyzed cyanation reactions have emerged as an alternative approach to conventional cyanation strategies. Nowadays ruthenium has gained much acceptance owing to its wide range of oxidation states and ability to form a large number of
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Published 04 Jan 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
  • conveniently and comprehensively. However, as we know, the construction of these compounds is mostly carried out through transition-metal-catalyzed cyclization reactions [11][12][13][14], whereas strategies using bifunctional chiral thiourea catalysts are rarely reported. In 2018, Du's group reported a novel
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Published 04 Jan 2022

Study on the interactions between melamine-cored Schiff bases with cucurbit[n]urils of different sizes and its application in detecting silver ions

  • Jun-Xian Gou,
  • Yang Luo,
  • Xi-Nan Yang,
  • Wei Zhang,
  • Ji-Hong Lu,
  • Zhu Tao and
  • Xin Xiao

Beilstein J. Org. Chem. 2021, 17, 2950–2958, doi:10.3762/bjoc.17.204

Graphical Abstract
  • : cucurbiturils; melamine; Schiff base; silver ion; Introduction Schiff bases [1] are usually synthesized by the condensation of amines and active carbonyl compounds, endowing them both nitrogen and oxygen donor atoms [2][3][4][5]. Schiff bases are not only easy to coordinate with various transition metal ions
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Published 17 Dec 2021

Iron-catalyzed domino coupling reactions of π-systems

  • Austin Pounder and
  • William Tam

Beilstein J. Org. Chem. 2021, 17, 2848–2893, doi:10.3762/bjoc.17.196

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  • the design of novel domino reactions. Keywords: cascade; catalysis; coupling; earth-abundant; iron; Introduction Over the past couple decades, the use of transition-metal-catalyzed cross-coupling reactions have become a staple within the organic chemist’s arsenal of carbon–carbon and carbon
  • products and processes that reduce or eliminate the use and generation of hazardous substances, as well as increase the atom economy of the reaction [9]. Among the transition-metal (TM) catalysts often used, the late transition metals like rhodium [10][11][12][13][14], palladium [15][16][17][18][19
  • . Iron-catalyzed cross dehydrogenative coupling Transition-metal-catalyzed carbon–carbon (C–C) or carbon–heteroatom (C–X) bond formation involving two different C–H bonds or one C–H and one X–H bond is formally known as cross dehydrogenative coupling (CDC) and is quite attractive to synthetic organic
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Published 07 Dec 2021

Selective sulfonylation and isonitrilation of para-quinone methides employing TosMIC as a source of sulfonyl group or isonitrile group

  • Chuanhua Qu,
  • Run Huang,
  • Yong Li,
  • Tong Liu,
  • Yuan Chen and
  • Guiting Song

Beilstein J. Org. Chem. 2021, 17, 2822–2831, doi:10.3762/bjoc.17.193

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  • sulfones is a valuable and appealing task in synthetic chemistry. Traditionally, diarylmethyl sulfones are synthesized by transition-metal-catalyzed deoxy C–S bond-coupling reaction of sodium arylsulfinates with diarylmethanols [11], C–H functionalization of alkyl sulfones with aryl halides [12], and via a
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Published 02 Dec 2021

Me3Al-mediated domino nucleophilic addition/intramolecular cyclisation of 2-(2-oxo-2-phenylethyl)benzonitriles with amines; a convenient approach for the synthesis of substituted 1-aminoisoquinolines

  • Krishna M. S. Adusumalli,
  • Lakshmi N. S. Konidena,
  • Hima B. Gandham,
  • Krishnaiah Kumari,
  • Krishna R. Valluru,
  • Satya K. R. Nidasanametla,
  • Venkateswara R. Battula and
  • Hari K. Namballa

Beilstein J. Org. Chem. 2021, 17, 2765–2772, doi:10.3762/bjoc.17.186

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  • ] receptors. They are useful in the synthesis of phosphorescent materials [22][23][24], fluorosensors [25]. and also found as chiral ligands in a variety of transition metal catalysts [26][27][28][29][30]. Given the pharmacological promiscuity of this scaffold, extensive efforts from different groups led to
  • the development of several approaches for the efficient construction of these heterocyclic frameworks (Scheme 1). Traditional preparations for 1-aminoisoquinolines include nucleophilic substitution of 1-haloisoquinolines with amines either employing a base [31][32][33][34][35] or a transition metal
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Published 16 Nov 2021

Recent advances in the asymmetric phosphoric acid-catalyzed synthesis of axially chiral compounds

  • Alemayehu Gashaw Woldegiorgis and
  • Xufeng Lin

Beilstein J. Org. Chem. 2021, 17, 2729–2764, doi:10.3762/bjoc.17.185

Graphical Abstract
  • ][21] (Figure 2), and chiral building blocks in modern organic synthesis [5]. During the past decades, both C2 and non-C2 symmetric axially chiral biaryl compounds such as BINAP, BINAM, NOBIN and their derivatives BINOL have played a crucial role as ligands in the development of transition-metal
  • aryl–aryl cross-coupling using various transition-metal catalysts has rarely been successful for the enantioselective construction of hindered biaryls [39] due to the discord between the temperature tolerance of the rotational axis and the high temperature required for C–H activation and suffered from
  • the important reports by Akiyama and Terada [31][47], chiral phosphoric acids have received much attention in the efficient construction of chiral molecules not only by using them as organocatalysts, but also by applying them as ligands in transition-metal catalysis due to their multifunctionality
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Published 15 Nov 2021

Synthetic strategies toward 1,3-oxathiolane nucleoside analogues

  • Umesh P. Aher,
  • Dhananjai Srivastava,
  • Girij P. Singh and
  • Jayashree B. S

Beilstein J. Org. Chem. 2021, 17, 2680–2715, doi:10.3762/bjoc.17.182

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  • introduction on important classical approaches and older yet creative methods to provide the reader with a historical context. For comparison, this will be followed by a discussion of more modern techniques, including chiral auxiliaries for neighboring group participation and transition metal-catalyzed
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Published 04 Nov 2021
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