Tetrahedron

AuCl-catalyzed reaction of ortho-alkynyl (oxo) benzene with benzenediazonium 2-carboxylate as a synthetic method towards anthracene, triptycene, and phthalazine …

K Sato, T Kubota, N Asao

Index: Sato, Kenichiro; Menggenbateer; Kubota, Toshihiko; Asao, Naoki Tetrahedron, 2008 , vol. 64, # 5 p. 787 - 796

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Citation Number: 17

Abstract

The AuCl-catalyzed benzannulation of ortho-alkynylphenyl ketones with benzenediazonium 2-carboxylate proceeded efficiently at 40° C in (CH2Cl) 2 and a variety of anthracene derivatives, having a ketone group at 9-position, were produced in good to high yields. On the other hand, the reaction of ortho-alkynylbenzaldehydes with benzenediazonium 2- carboxylate afforded triptycyl ketones. The reactions most probably proceed through the ...

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