Fluoroalkylsulfonyl Chlorides Promoted Vicinal Chloro-fluoroalkylthiolation of Alkenes and Alkynes.

Org Lett

Centre for Green Chemistry and Department of Chemistry , University of Massachusetts Boston, 100 Morrissey Boulevard , Boston , Massachusetts 02125 , United States.

Published: April 2018

The unprecedented use of CFSOCl for direct bifunctional chloro-trifluoromethylthiolation of alkenes and alkynes is reported. CFSCl, which is generated by the reduction of PPh, undergoes electrophilic addition and then chlorination to give the bifunctionalized products without using an additional chlorine source. The method is also applicable for chloro-difluoromethylthiolation using CFHSOCl.

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http://dx.doi.org/10.1021/acs.orglett.8b00581DOI Listing

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