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Synthesis 2003(7): 1112-1116
DOI: 10.1055/s-2003-39178
PAPER
© Georg Thieme Verlag Stuttgart ˙ New York

Sulfinyl- and Sulfonyl-Substituted 2-Benzylbenzoxazoles and 2-Benzylbenzo­thiazoles as Potential Photochromic Compounds

Arnault Heynderickxa, Robert Guglielmettia, Roger Dubestb, Jean Aubardb, André Samat*a
a Université de la Méditerranée, Faculté des Sciences de Luminy, UMR 6114 CNRS Case 901, 13288 Marseille Cedex 9, France
Fax: +33(491)829301; e-Mail: samat@luminy.univ-mrs.fr.;
b Université de Paris 7, UMR CNRS 7086, 1 rue Guy de la Brosse, 75005 Paris, France
Further Information

Publication History

Received 22 November 2002
Publication Date:
09 May 2003 (online)

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Abstract

Some novel 2-benzylbenzoxazoles and 2-benzylbenzothiazoles, substituted at the 2′ position by electron-withdrawing groups, were synthesized via the lithiation of the benzoxazole or benzothiazole ring. The expected reversible photoinduced proton-transfer reaction of such compounds was studied.

Key words

benzylation - heterocycles - metalations - sulfones - photochemistry

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