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Transition metal-free direct trifluoromethylthiolation of indoles using trifluoromethanesulfonyl chloride in the presence of triphenylphosphine†
Kui Lu,Zhijie Deng,Ming Li,Tianjiao Li,Xia Zhao
Organic & Biomolecular Chemistry Pub Date : 01/06/2017 00:00:00 , DOI:10.1039/C6OB02465C
Abstract

A novel triphenylphosphine-mediated direct trifluoromethylthiolation of indole derivatives using trifluoromethanesulfonyl chloride as the SCF3 source was developed. Sodium iodide facilitated this transformation by generating iodine in situ which was found to accelerate this transformation. The use of a transition metal-free protocol, readily available reagents, and mild reaction conditions allowed this protocol to be easily scaled up.

Graphical abstract: Transition metal-free direct trifluoromethylthiolation of indoles using trifluoromethanesulfonyl chloride in the presence of triphenylphosphine
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