Efficient and selective deprotection method for N-protected
2(3H)-benzoxazolones and 2(3H)-benzothiazolones
Tetradron 60 (2004) 10321-10324
Pascal Carato, Saïd Yousa, Didier Sellier, Jacques H. Poupaert,
Nicolas Lebegue and Pascal Berthelot
Laboratoire de Chimie Thérapeutique, Faculté de
Pharmacie, EA 1043, 3, rue du Professeur Laguesse, BP 83, 59006 Lille
cedex, France
Laboratory of Medicinal Chemistry, School of Pharmacy, UCL, Avenue
Emmanuel Mounier, 73, B-1200 Brussels, Belgium
Received 25 May 2004; accepted 19 August 2004. Available
online 22 September 2004.
Abstract
Cyclic carbamate flanked with heterocyclic or aliphatic moieties are
frequently used in medicinal chemistry. The synthesis of derivatives
bearing a free NH often requires the use of a protection method. A
literature search reveals very few protection/deprotection methods for
cyclic carbamates. In this paper, we described different methods
applicable to 2(3H)-benzoxazolone and 2(3H)-benzothiazolone.
Keywords: 2(3H)-Benzoxazolone; 2(3H)-Benzothiazolone; Protecting groups