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

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. © 2010 IUPAC.