Chemical Communications

Friedel–Crafts-type reactions with ureas and thioureas

EK Raja, SON Lill, DA Klumpp

Index: Raja, Erum K.; Nilsson Lill, Sten O.; Klumpp, Douglas A. Chemical Communications, 2012 , vol. 48, # 65 p. 8141 - 8143

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Citation Number: 8

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.