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Search for "cyclohexanones" in Full Text gives 13 result(s) in Beilstein Journal of Organic Chemistry.

Correction: Diastereoselective synthesis of highly substituted cyclohexanones and tetrahydrochromene-4-ones via conjugate addition of curcumins to arylidenemalonates

  • Deepa Nair,
  • Abhishek Tiwari,
  • Banamali Laha,
  • Lakshminarayana Satham and
  • Irishi N. N. Namboothiri

Beilstein J. Org. Chem. 2025, 21, 1170–1170, doi:10.3762/bjoc.21.93

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  • Deepa Nair Abhishek Tiwari Banamali Laha Lakshminarayana Satham Irishi N. N. Namboothiri Department of Chemistry, Indian Institute of Technology Bombay, Mumbai, 400 076, India 10.3762/bjoc.21.93 Keywords: arylidenemalonates; curcumins; cyclohexanones; diastereoselective synthesis; Michael
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Published 16 Jun 2025

Recent advances in organocatalytic atroposelective reactions

  • Henrich Szabados and
  • Radovan Šebesta

Beilstein J. Org. Chem. 2025, 21, 55–121, doi:10.3762/bjoc.21.6

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  • biaryl ketones 84 with cyclohexanones 85 mediated by the second-generation chiral phosphoric acid C26 led to the formation of tetrahydroacridines 86 (Scheme 28) [52]. This Friedländer reaction provided products 86 in moderate to good yields with consistently high enantiomeric purities and high
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Published 09 Jan 2025

Diastereoselective synthesis of highly substituted cyclohexanones and tetrahydrochromene-4-ones via conjugate addition of curcumins to arylidenemalonates

  • Deepa Nair,
  • Abhishek Tiwari,
  • Banamali Laha and
  • Irishi N. N. Namboothiri

Beilstein J. Org. Chem. 2024, 20, 2016–2023, doi:10.3762/bjoc.20.177

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  • Deepa Nair Abhishek Tiwari Banamali Laha Irishi N. N. Namboothiri Department of Chemistry, Indian Institute of Technology Bombay, Mumbai, 400 076, India 10.3762/bjoc.20.177 Abstract A cascade inter–intramolecular double Michael strategy for the synthesis of highly functionalized cyclohexanones
  • from curcumins and arylidenemalonates is reported. This strategy works in the presence of aqueous KOH using TBAB as a suitable phase transfer catalyst at room temperature. The functionalized cyclohexanones are formed as major products in moderate to excellent yields with complete diastereoselectivity
  • in most cases. A triple Michael adduct, tetrahydrochromen-4-one, is also formed as a side product in a few cases with excellent diastereoselectivity. Keywords: arylidenemalonates; curcumins; cyclohexanones; diastereoselective synthesis; Michael reaction; tetrahydrochromenones; Introduction There is
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Published 15 Aug 2024

Synthesis of 2-benzyl N-substituted anilines via imine condensation–isoaromatization of (E)-2-arylidene-3-cyclohexenones and primary amines

  • Lu Li,
  • Na Li,
  • Xiao-Tian Mo,
  • Ming-Wei Yuan,
  • Lin Jiang and
  • Ming-Long Yuan

Beilstein J. Org. Chem. 2024, 20, 1468–1475, doi:10.3762/bjoc.20.130

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  • of 3-cyclohexanones caused by the strong electron-withdrawing effect, which made 3a as a base rather than a nucleophile under such conditions. The location of substituents was found to affect the product yield greatly, considering that the reactions worked better with 3-cyclohexenones bearing a para
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Published 02 Jul 2024

Tri(n-butyl)phosphine-promoted domino reaction for the efficient construction of spiro[cyclohexane-1,3'-indolines] and spiro[indoline-3,2'-furan-3',3''-indolines]

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

Beilstein J. Org. Chem. 2022, 18, 669–679, doi:10.3762/bjoc.18.68

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  • triphenylphosphine. It should be pointed out that the synthesis of polysubstituted cyclohexanones was reported by a tri(n-butyl)phosphine-catalyzed reaction of 1,4-dien-3-ones with 2-aryl-1,1-dicyanoalkenes [36]. At higher temperature (50 °C), the yield of the product 3a increased to 40% (in CH2Cl2), 65% (in toluene
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Published 14 Jun 2022

Photosensitized direct C–H fluorination and trifluoromethylation in organic synthesis

  • Shahboz Yakubov and
  • Joshua P. Barham

Beilstein J. Org. Chem. 2020, 16, 2151–2192, doi:10.3762/bjoc.16.183

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  • conditions and no fluorinated product was observed, contrary to Chen’s previous report [201]. The monofluorination of different classes of ketones, including 3° alkyl compounds or benzylic cyclohexanones, bicyclic ketones and steroidal ketones was achieved in moderate to excellent (43–85%) yield (48–55
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Published 03 Sep 2020

One-pot and metal-free synthesis of 3-arylated-4-nitrophenols via polyfunctionalized cyclohexanones from β-nitrostyrenes

  • Haruyasu Asahara,
  • Minami Hiraishi and
  • Nagatoshi Nishiwaki

Beilstein J. Org. Chem. 2020, 16, 1830–1836, doi:10.3762/bjoc.16.150

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  • -nitrocyclohexanones. When the reaction was conducted in the presence of water, the cyclohexenes were efficiently hydrolyzed into cyclohexanones. Subsequent aromatization by heating the cyclohexanone with a catalytic amount of iodine in dimethyl sulfoxide gave 3-arylated-4-nitrophenols. The reaction of nitrostyrenes
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Published 22 Jul 2020

Synthesis of cis-hydrindan-2,4-diones bearing an all-carbon quaternary center by a Danheiser annulation

  • Gisela V. Saborit,
  • Carlos Cativiela,
  • Ana I. Jiménez,
  • Josep Bonjoch and
  • Ben Bradshaw

Beilstein J. Org. Chem. 2018, 14, 2597–2601, doi:10.3762/bjoc.14.237

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  • takes place from polyfunctionalized cyclohexanones or related compounds through a Michael reaction [7], successive inter- and intramolecular radical processes [8], intramolecular carbene addition/cyclization [9][10], aldol cyclizations either under Lewis acid catalysis [11] or from diazoketones in the
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Published 09 Oct 2018

Synthesis of new pyrrolidine-based organocatalysts and study of their use in the asymmetric Michael addition of aldehydes to nitroolefins

  • Alejandro Castán,
  • Ramón Badorrey,
  • José A. Gálvez and
  • María D. Díaz-de-Villegas

Beilstein J. Org. Chem. 2017, 13, 612–619, doi:10.3762/bjoc.13.59

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  • selected as a benchmark reaction to study their behaviour as organocatalysts. Compounds with a related structure prepared from proline by Diez et al. have proven to work well as organocatalysts in the Michael addition of cyclohexanones to nitrostyrenes [19][20]. We first tested organocatalysts OC1–OC4 in
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Published 27 Mar 2017

Et3B-mediated and palladium-catalyzed direct allylation of β-dicarbonyl compounds with Morita–Baylis–Hillman alcohols

  • Ahlem Abidi,
  • Yosra Oueslati and
  • Farhat Rezgui

Beilstein J. Org. Chem. 2016, 12, 2402–2409, doi:10.3762/bjoc.12.234

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  • addition of Grignard reagents onto α-methyl cyclic enones, affording mainly the trans-2,3-disubstituted cyclohexanones as being the thermodynamic products [52]. Similarly, we believe that the intramolecular conjugate addition of carbanion 3j onto α-substituted enone moiety is under thermodynamic control
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Published 15 Nov 2016

(Thio)urea-mediated synthesis of functionalized six-membered rings with multiple chiral centers

  • Giorgos Koutoulogenis,
  • Nikolaos Kaplaneris and
  • Christoforos G. Kokotos

Beilstein J. Org. Chem. 2016, 12, 462–495, doi:10.3762/bjoc.12.48

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  • malonates 6, to obtain 3,4,4-trisubstituted cyclohexanones 7 [17]. It is noted that the organocatalyst employed is the same with the previous example, catalyst 4. Furthermore, this reaction is taking place in the presence of PPY and high pressure was utilized. The authors proposed that PPY deprotonates the
  • Henry ring closure. In 2015, Chen and co-workers envisaged a three-component organo-cascade quadruple reaction, that yielded highly functionalized polycarbocycles [85]. The authors utilized multiple aromatic aldehydes 205 and some 4-substituted cyclohexanones 206, affording the desired products 207 in
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Published 10 Mar 2016

Synthesis of constrained analogues of tryptophan

  • Elisabetta Rossi,
  • Valentina Pirovano,
  • Marco Negrato,
  • Giorgio Abbiati and
  • Monica Dell’Acqua

Beilstein J. Org. Chem. 2015, 11, 1997–2006, doi:10.3762/bjoc.11.216

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  • the substitution pattern of starting materials (substituted arylhydrazines and cyclohexanones) and is therefore useful mainly for the synthesis of symmetrically or unsubstituted derivatives [16][17]. Recently, our research group described the synthesis of tetrahydrocarbazole derivatives by Diels–Alder
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Published 27 Oct 2015

Synthesis of five- and six-membered cyclic organic peroxides: Key transformations into peroxide ring-retaining products

  • Alexander O. Terent'ev,
  • Dmitry A. Borisov,
  • Vera A. Vil’ and
  • Valery M. Dembitsky

Beilstein J. Org. Chem. 2014, 10, 34–114, doi:10.3762/bjoc.10.6

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Published 08 Jan 2014
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