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

Angewandte Chemie
Masahito YamagishiHirokazu 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).

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Dec 1, 2011·Organic Letters·Masahito YamagishiHirokazu Urabe

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Citations

Apr 5, 2020·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Jyothi Dhuguru, Rachid Skouta
Jan 23, 2014·Chemical Communications : Chem Comm·Mengru LiJingping Zhang
Sep 27, 2020·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Quan-Qing Zhao, Xiao-Qiang Hu
Mar 15, 2013·Organic Letters·Ronald BesandreJeremy A May
Oct 8, 2021·Chemical Record : an Official Publication of the Chemical Society of Japan ... [et Al.]·Yan GaoYan-Na Ma

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