Some reactions of fluorosulfonyldifluoroacetic acid with <i>N</i>‐heterocyclic compounds

Abstract

Abstract Difluorocarbene generated from the decomposition of fluorosulfonyldifluoroacetic acid ( 2 ) reacted with various sodium salts of N ‐heterocyclic compounds( 1 ) giving the corresponding difluoromethylated products in acetonitrile at 10–40°C. Benzotriazole( 1a ), benzimidazole( 1b ) and imidazole ( 1c ) were converted into 1‐(difluoromethyl)benzotriazole( 3a ), 1‐(difluoromethyl)benzimidazole( 3b ) and 1‐(difluoromethyl)imidazole( 3c ) respectively. Indole( 1d ) reacted with 2 to give N ‐(fluorosulfonyldifluoroacetate)indole( 2d ) rather than the expected difluoromethylated derivatives.