Issue 65, 2012

Friedel–Crafts-type reactions with ureas and thioureas

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.

Graphical abstract: Friedel–Crafts-type reactions with ureas and thioureas

Supplementary files

Article information

Article type
Communication
Submitted
06 Jun 2012
Accepted
20 Jun 2012
First published
22 Jun 2012

Chem. Commun., 2012,48, 8141-8143

Friedel–Crafts-type reactions with ureas and thioureas

E. K. Raja, S. O. Nilsson Lill and D. A. Klumpp, Chem. Commun., 2012, 48, 8141 DOI: 10.1039/C2CC34062C

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