Catalytic Arylsulfonyl Radical Triggered 1,7-Enyne Bicyclizations

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

Research output: Contribution to journalArticle

81 Scopus citations

Abstract

A new metal-free bicyclization reaction of 1,7-enynes anchored by α,β-conjugates with arylsulfonyl radicals generated in situ from sulfonyl hydrazides has been established using tert-butyl hydroperoxide and tetrabutylammonium iodide. The reactions occurred through sulfonylation/6-exo-dig/6-exo-trig bicyclization/in situ desulfonylation/5-exo-trig cyclization/alkyl or alkenyl migration cascade mechanism to give benzo[j]phenanthridines regioselectively.

Original languageEnglish
Pages (from-to)6078-6081
Number of pages4
JournalOrganic Letters
Volume17
Issue number24
DOIs
StatePublished - Dec 18 2015

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