Literature DB >> 22581582

Facile preparation of indoles and 1,2-benzothiazine 1,1-dioxides: nucleophilic addition of sulfonamides to bromoacetylenes and subsequent palladium-catalyzed cyclization.

Masahito Yamagishi1, Ken Nishigai, Azusa Ishii, Takeshi Hata, Hirokazu Urabe.   

Abstract

Bromine as a double agent: The bromine atom in 1-bromo-1-alkynes works as an electron-withdrawing group to effect the nucleophilic addition of sulfonamides. It again plays a pivotal role in the palladium-catalyzed cyclization of the resultant (Z)-2-(sulfonylamino)-1-bromoalkenes into nitrogen heterocycles (see scheme).
Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

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Year:  2012        PMID: 22581582     DOI: 10.1002/anie.201201024

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


  3 in total

1.  Multicomponent assembly of highly substituted indoles by dual palladium-catalyzed coupling reactions.

Authors:  John M Knapp; Jie S Zhu; Dean J Tantillo; Mark J Kurth
Journal:  Angew Chem Int Ed Engl       Date:  2012-09-24       Impact factor: 15.336

Review 2.  Role of Indole Scaffolds as Pharmacophores in the Development of Anti-Lung Cancer Agents.

Authors:  Jyothi Dhuguru; Rachid Skouta
Journal:  Molecules       Date:  2020-04-01       Impact factor: 4.411

Review 3.  Recent Advances in Catalytic Synthesis of Benzosultams.

Authors:  Quan-Qing Zhao; Xiao-Qiang Hu
Journal:  Molecules       Date:  2020-09-23       Impact factor: 4.411

  3 in total

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