Friedel-Crafts-type reactions with ureas and thioureas

Chem Commun (Camb). 2012 Aug 21;48(65):8141-3. doi: 10.1039/c2cc34062c. Epub 2012 Jul 10.

Abstract

Despite the relatively low reactivities of urea and thiourea functional groups towards nucleophilic attack, we have found conditions in which they are useful substrates in Friedel-Crafts reactions. The Brønsted superacid, triflic acid, promotes these reactions and a mechanism is proposed involving dicationic, superelectrophilic intermediates.