Organic letters

AuCl-Catalyzed [4+ 2] Benzannulation between o-Alkynyl (oxo) benzene and Benzyne

N Asao, K Sato

Index: Naoki, Asao; Sato, Kenichiro Organic Letters, 2006 , vol. 8, # 23 p. 5361 - 5363

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Citation Number: 73

Abstract

The AuCl-catalyzed benzannulation of o-alkynyl (oxo) benzenes with benzenediazonium 2- carboxylate proceeds under mild conditions and a variety of anthracene derivatives, having a ketone group at the 9-position, are produced in good to high yields. The reaction proceeds most probably through the [4+ 2] cycloaddition between benzyne and benzopyrylium auric ate complex, which would be generated by the gold-induced electrophilic cyclization of o- ...