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Pure Appl. Chem., 2010, Vol. 82, No. 3, pp. 541-554

Published online 2010-02-18

Thioamide dianions derived from N-arylmethyl thioamides: Generation and application as carbon nucleophiles adjacent to the nitrogen atom

Toshiaki Murai

Department of Chemistry, Faculty of Engineering, Gifu University, Yanagido, Gifu 501-1193, Japan

Abstract: This review illustrates the ready availability of thioamide dianions and their versatility as carbon nucleophiles adjacent to the nitrogen atom. The products derived from the addition of thioamide dianions to a range of electrophiles can participate in a cyclization reaction to form nitrogen-containing heterocycles. The electronic properties of thioamide dianions are also considered.