Regioselective synthesis of thiophene fused sultam derivatives via iodocyclization approach and their application towards triazole linker

Deepak Kumar Barange, Veerababurao Kavala, Chun Wei Kuo, Cheng Chuan Wang, R. R. Rajawinslin, Janreddy Donala, Ching Fa Yao*

*此作品的通信作者

研究成果: 雜誌貢獻期刊論文同行評審

6 引文 斯高帕斯(Scopus)

摘要

An efficient regioselective synthesis of 4-iodo-2,3-disubstituted-2H-thieno[3,2-e][1,2]thiazine-1,1-dioxide derivatives via iodocyclization approach using iodine under mild reaction condition described herein. This coupling-iodocyclization strategy tolerated a variety of functional groups such as alkyl, cycloalkyl, phenyl producing the six-membered heterocyclic ring selectively. The resulting 4-iodo-2,3-disubstituted-2H-thieno[3,2-e][1,2]thiazine-1,1-dioxide was coupled with a variety of boronic acids (Suzuki coupling) and activated alkenes (Heck coupling). The iodo group was utilized for Sonogashira coupling followed by efficient transformation to azido precursor, which was used for the synthesis of various thieno-sultam linked with triazole.

原文英語
頁(從 - 到)7598-7605
頁數8
期刊Tetrahedron
70
發行號41
DOIs
出版狀態已發佈 - 2014 10月 14

ASJC Scopus subject areas

  • 生物化學
  • 藥物發現
  • 有機化學

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