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

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• 作者：Wen-Juan Hao ; Yan Du ; Dan Wang ; Bo Jiang ; Qian Gao ; Shu-Jiang Tu ; Guigen Li
• 刊名：Organic Letters
• 出版年：2016
• 出版时间：April 15, 2016
• 年：2016
• 卷：18
• 期：8
• 页码：1884-1887
• 全文大小：399K
• 年卷期：0
• ISSN：1523-7052

文摘

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.