Organic Letters
Organic Letters
5 years ago

Synthesis of 1,2-Bis(trifluoromethylthio)arenes via Aryne Intermediates

Synthesis of 1,2-Bis(trifluoromethylthio)arenes via Aryne Intermediates
Milad Mesgar, Olafs Daugulis
A general method for synthesis of 1,2-bis-trifluoromethylthioarenes has been developed. Arynes generated from silyl aryl triflates or halides react with bis(trifluoromethyl)disulfide to afford 1,2-bis-trifluoromethylthioarenes. Aryl, alkyl, ester, halide, and methoxy functionalities are compatible with reaction conditions. Use of bis(perfluoroaryl)disulfides gave moderate yields of aryne disulfenylation or cyclization to fluorinated dibenzothiophenes.

Publisher URL: http://dx.doi.org/10.1021/acs.orglett.7b01901

DOI: 10.1021/acs.orglett.7b01901

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