Open AccessS-, N-, and Se-Difluoromethylation Using Sodium Chlorodifluoroacetate
Author(s) -
Vaibhav P. Mehta,
Michael F. Greaney
Publication year - 2013
Publication title -
organic letters
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.94
H-Index - 239
eISSN - 1523-7060
pISSN - 1523-7052
DOI - 10.1021/ol402370f
Subject(s) - chemistry , difluorocarbene , reagent , decarboxylation , combinatorial chemistry , organic chemistry , catalysis
A simple protocol for the difluoromethylation of thiols is reported using chlorodifluoroacetate as the difluoromethylating agent. This cheap reagent undergoes smooth decarboxylation at 95 °C to afford difluorocarbene, which can be trapped with a variety of aromatic and heteroaromatic thiols. The reaction is also effective for the difluoromethylation of heterocyclic nitrogen compounds and phenylselenol.