A new cascade halosulfonylation of 1,7-enynes toward 3,4-dihydroquinolin-2(1H)-ones via sulfonyl radical-triggered addition/6-exo-dig cyclization

Yi Long Zhu, Bo Jiang, Wen Juan Hao, Ai Fang Wang, Jiang Kai Qiu, Ping Wei, De Cai Wang, Guigen Li, Shu Jiang Tu

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Abstract

A new cascade three-component halosulfonylation of 1,7-enynes for efficient synthesis of densely functionalized 3,4-dihydroquinolin-2(1H)-ones has been established from readily accessible arylsulfonyl hydrazides and NIS (or NBS). The reaction pathway involves in situ-generated sulfonyl radical-triggered α,β-conjugated addition/6-exo-dig cyclization/radical coupling sequence, resulting in continuous multiple bond-forming events including C-S, C-C and C-I (or C-Br) bonds to rapidly build up molecular complexity.

Original languageEnglish
Pages (from-to)1907-1910
Number of pages4
JournalChemical Communications
Volume52
Issue number9
DOIs
StatePublished - Jan 31 2016

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