Friedel-Crafts-type reactions with ureas and thioureas.

Chem Commun (Camb)

Department of Chemistry and Biochemistry, Northern Illinois University, DeKalb, Illinois 60115, USA.

Published: August 2012

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.

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http://dx.doi.org/10.1039/c2cc34062cDOI Listing

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