Work

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

Year: 2017

Type: article

Abstract: 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.

Source: Organic Letters

DOI: 10.1021/acs.orglett.7b01901

Authors: Milad Mesgar, Olafs Daugulis

Institution: University of Houston

Language: English

Topic: Cyclization and Aryne Chemistry

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: green

Funders: Welch Foundation, National Institute of General Medical Sciences

Awards: G2854228422, New Methods for Direct Carbon-Hydrogen Bond Functionalization