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

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

Organic letters (2009-09-02)
Tsuyoshi Taniguchi, Tatsuya Fujii, Atsushi Idota, Hiroyuki Ishibashi
RÉSUMÉ

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.

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Sigma-Aldrich
Phenyl disulfide, 99%