New method of preparation of fluoro compounds via utilisation of ammonium and phosphonium perfluorocyclobutane ylides as fluorination reagents

Article abstract of DOI:10.1016/0040-4020(96)00019-1

Ammonium- and phosphoniumperfluorocyclobutane ylides (7-11), easily prepared from perfluorocyclobutene (1) and tertiary amines (2-4) or phosphines (5,6), smoothly react with primary or secondary alcohols (12-18) and carboxylic acids (19, 20) with formation of alkyl fluorides (21-26) or acyl fluorides (27, 28), respectively. A mechanism for the reaction is proposed.