4.4 Article

S-trifluoromethyl esters of thiocarboxylic acids, RC(O)SCF3

Journal

TETRAHEDRON LETTERS
Volume 45, Issue 32, Pages 6101-6104

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2004.06.073

Keywords

S-trifluoromethyl esters; acid chlorides; halide substitution

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S-Trifluoromethyl esters of different types of thiocarboxylic acids have been prepared in moderate to excellent yields from halide Substitution reactions of the corresponding acid chlorides and tetramethylammonium trifluoromethylthiolate. C6F5C(O)SCF3 undergoes a surprising rearrangement on attempted isolation to give 4-CF3SC6F4C(O)F, which was converted into the corresponding acid. (C) 2004 Elsevier Ltd. All rights reserved.

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