Catalytic Diazosulfonylation of Enynals toward Diazoindenes via Oxidative Radical-Triggered 5-exo-trig Carbocyclizations

Wen-Juan Hao, Yan Du, Dan Wang, Bo Jiang, Qian Gao, Shu-Jiang Tu, Guigen Li

Research output: Contribution to journalArticle

Abstract

Catalytic diazosulfonylation of enynals with arylsulfonyl hydrazides has been established by using tert-butyl hydroperoxide (TBHP) as the oxidant with tetrabutylammonium iodide (TBAI) under a convenient system. The reaction occurred through oxidative radical triggered S-exo-trig carbocyclization cascading to afford sulfonylated diazoindenes regioselectively. The new diazosulfonylation reaction features a broad substrate scope, readily accessible starting materials, and a simple one-pot process.
Original languageEnglish
Pages (from-to)1884-1887
JournalOrganic Letters
StatePublished - Apr 2016

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