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Copper‐Catalyzed Trifluoromethyl Thiolation—Mild and Efficient Synthesis of Trifluoromethyl Thioethers
Author(s) -
Rueping Magnus,
Tolstoluzhsky Nikita,
Nikolaienko Pavlo
Publication year - 2013
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201302692
Subject(s) - trifluoromethyl , thioether , chemistry , copper , catalysis , sulfur , organic chemistry , medicinal chemistry , combinatorial chemistry , alkyl
Mild‐mannered sulfur : A general method for the synthesis of vinyl trifluoromethyl thioethers starting from readily available di‐, tri‐, and tetrasubstituted vinyl iodides was developed (see scheme). A wide variety of substrates were applied in the reaction with CuSCF 3 to give the corresponding products in high yields, within short reaction times, with retention of the initial E / Z isomer ratio. In addition, a copper‐catalyzed trifluoromethyl thioether protocol has been also developed.