Literature DB >> 25079606

An organocatalytic azide-aldehyde [3+2] cycloaddition: high-yielding regioselective synthesis of 1,4-disubstituted 1,2,3-triazoles.

Dhevalapally B Ramachary1, Adluri B Shashank, S Karthik.   

Abstract

An organocatalytic azide-aldehyde [3+2] cycloaddition (organo-click) reaction of a variety of enolizable aldehydes is reported. The organo-click reaction is characterized by a high rate and regioselectivity, mild reaction conditions, easily available substrates with simple operation, and excellent yields with a broad spectrum of substrates. It constitutes an alternative to the previously known CuAAC, RuAAC, and IrAAC click reactions.
© 2014 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  1,2,3-triazoles; aldehydes; azides; click chemistry; organocatalysis

Mesh：

Substances：

Year:  2014        PMID： 25079606     DOI： 10.1002/anie.201406721

Source DB:  PubMed          Journal:  Angew Chem Int Ed Engl        ISSN： 1433-7851            Impact factor:   15.336


  9 in total

1.  Catalytic Enantioselective [3 + 2] Cycloaddition of α-Keto Ester Enolates and Nitrile Oxides.

Authors:  Samuel L Bartlett; Yoshihiro Sohtome; Daisuke Hashizume; Peter S White; Miki Sawamura; Jeffrey S Johnson; Mikiko Sodeoka
Journal:  J Am Chem Soc       Date:  2017-06-15       Impact factor: 15.419

2.  N,N-diethylurea-catalyzed amidation between electron-deficient aryl azides and phenylacetaldehydes.

Authors:  Sheng Xie; Olof Ramström; Mingdi Yan
Journal:  Org Lett       Date:  2015-01-23       Impact factor: 6.005

3.  Synthesis and anti-cancer screening of novel heterocyclic-(2H)-1,2,3-triazoles as potential anti-cancer agents.

Authors:  Narsimha Reddy Penthala; Leena Madhukuri; Shraddha Thakkar; Nikhil Reddy Madadi; Gauri Lamture; Robert L Eoff; Peter A Crooks
Journal:  Medchemcomm       Date:  2015-06-30       Impact factor: 3.597

4.  An Efficient Approach to Phosphorylated Isoindoline Fused with Triazoles via Zn-Catalyzed Cascade Cyclization of 2-Propynol Benzyl Azides and Diarylphosphine Oxides.

Authors:  Tao Yang; Xian-Rong Song; Ruchun Yang; Haixin Ding; Jiang Bai; Qiang Xiao
Journal:  Molecules       Date:  2019-09-29       Impact factor: 4.411

5.  The Three-Component Synthesis of 4-Sulfonyl-1,2,3-triazoles via a Sequential Aerobic Copper-Catalyzed Sulfonylation and Dimroth Cyclization.

Authors:  Max Van Hoof; Santhini Pulikkal Veettil; Wim Dehaen
Journal:  Molecules       Date:  2021-01-22       Impact factor: 4.411

6.  CoFe2O4/Cu(OH)2 magnetic nanocomposite: an efficient and reusable heterogeneous catalyst for one-pot synthesis of β-hydroxy-1,4-disubstituted-1,2,3-triazoles from epoxides.

Authors:  Ronak Eisavi; Asmar Karimi
Journal:  RSC Adv       Date:  2019-09-20       Impact factor: 4.036

7.  Base-catalyzed synthesis of aryl amides from aryl azides and aldehydes.

Authors:  Sheng Xie; Yang Zhang; Olof Ramström; Mingdi Yan
Journal:  Chem Sci       Date:  2015-10-22       Impact factor: 9.825

8.  Catalyst-free synthesis of 4-acyl-NH-1,2,3-triazoles by water-mediated cycloaddition reactions of enaminones and tosyl azide.

Authors:  Lu Yang; Yuwei Wu; Yiming Yang; Chengping Wen; Jie-Ping Wan
Journal:  Beilstein J Org Chem       Date:  2018-09-07       Impact factor: 2.883

9.  (Iso)Quinoline-Artemisinin Hybrids Prepared through Click Chemistry: Highly Potent Agents against Viruses.

Authors:  Aysun Çapcı; Mélanie M Lorion; Christina Mai; Friedrich Hahn; Jan Hodek; Christina Wangen; Jan Weber; Manfred Marschall; Lutz Ackermann; Svetlana B Tsogoeva
Journal:  Chemistry       Date:  2020-08-18       Impact factor: 5.020
  9 in total

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