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

53 Scopus citations

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 5-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
Number of pages4
JournalOrganic Letters
Volume18
Issue number8
DOIs
StatePublished - Apr 15 2016

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