Literature DB >> 27934360

Base-Promoted Synthesis of N-Substituted 1,2,3-Triazoles via Enaminone-Azide Cycloaddition Involving Regitz Diazo Transfer.

Jie-Ping Wan1, Shuo Cao1, Yunyun Liu1.   

Abstract

The domino reactions between NH-based secondary enaminones and tosyl azide have been developed for the synthesis of various N-substituted 1,2,3-triazoles by employing t-BuONa as the base promoter. Through a key Regitz diazo-transfer process with tosyl azide, the reactions proceed efficiently at room temperature with good substrate tolerance.

Entities:  

Year:  2016        PMID: 27934360     DOI: 10.1021/acs.orglett.6b02975

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  5 in total

1.  Site-Selective Reaction of Enaminones and Enamine Esters for the Synthesis of Novel Diverse Morphan Derivatives.

Authors:  Xing-Mei Hu; Bei Zhou; Chang-Long Yang; Jun Lin; Sheng-Jiao Yan
Journal:  ACS Omega       Date:  2018-06-04

2.  B(C6F5)3-catalyzed dehydrogenative cyclization of N-tosylhydrazones and anilines via a Lewis adduct: a combined experimental and computational investigation.

Authors:  Murali Mohan Guru; Sriman De; Sayan Dutta; Debasis Koley; Biplab Maji
Journal:  Chem Sci       Date:  2019-07-05       Impact factor: 9.825

3.  Catalyst-free one-pot, four-component approach for the synthesis of di- and tri-substituted N-sulfonyl formamidines.

Authors:  Ai-Ran Liu; Lei Zhang; Jiao Li; Abudureheman Wusiman
Journal:  RSC Adv       Date:  2021-04-27       Impact factor: 3.361

4.  Discovery of ( ±)-3-(1H-pyrazol-1-yl)-6,7-dihydro-5H-[1,2,4]triazolo[3,4-b][1,3,4] thiadiazine derivatives with promising in vitro anticoronavirus and antitumoral activity.

Authors:  Parameshwara Chary Jilloju; Leentje Persoons; Sathish Kumar Kurapati; Dominique Schols; Steven De Jonghe; Dirk Daelemans; Rajeswar Rao Vedula
Journal:  Mol Divers       Date:  2021-06-24       Impact factor: 2.943

5.  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

  5 in total

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