Asao Naoki, Sato Kenichiro
Department of Chemistry, and Research and Analytical Center for Giant Molecules, Graduate School of Science, Tohoku University, Sendai 980-8578, Japan.
Org Lett. 2006 Nov 9;8(23):5361-3. doi: 10.1021/ol062268m.
[Structure: see text] 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-alkynyl(oxo)benzenes.
[结构：见正文] 在温和条件下，AuCl催化邻炔基（氧代）苯与2-羧酸苯重氮盐进行苯并环化反应，可高产率地生成多种在9位具有酮基的蒽衍生物。该反应很可能是通过苯炔与苯并吡喃鎓金酸盐络合物之间的[4+2]环加成反应进行的，苯并吡喃鎓金酸盐络合物可能由金诱导的邻炔基（氧代）苯的亲电环化反应生成。
