Organic Letters 2009-08-06

Reductive addition of the benzenethiyl radical to alkynes by amine-mediated single electron transfer reaction to diphenyl disulfide.

Tsuyoshi Taniguchi, Tatsuya Fujii, Atsushi Idota, Hiroyuki Ishibashi

Index: Org. Lett. 11(15) , 3298-301, (2009)

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Abstract

Hydrothiolation of alkynes proceeds with diphenyl disulfide and tripropylamine. Amine-mediated single electron transfer to diphenyl disulfide can be proposed for the reaction mechanism. Applications of the method to radical cyclizations of eneyne compounds are also presented.