Synthesis of β- and γ-carbolines by the palladium/copper-catalyzed coupling and copper-catalyzed or thermal cyclization of terminal acetylenes

被引：52

作者：

Zhang, HM ^{[1
]}

Larock, RC ^{[1
]}

机构：

[1] Iowa State Univ Sci & Technol, Dept Chem, Ames, IA 50011 USA

来源：

TETRAHEDRON LETTERS | 2002年 / 43卷 / 08期

关键词：

D O I：

10.1016/S0040-4039(02)00005-9

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A variety of 3-substituted beta- and gamma-carbolines have been synthesized from N-substituted 3-iodoindole-2-carboxaldehydes and 2-bromoindole-3-carboxaldehydes, respectively. The coupling of these aldehydes with various terminal acetylenes using cat. PdCl2(PPh3)(2) CuI readily affords the corresponding alkynylindole carboxaldehydes, which have subsequently been converted to the corresponding tert-butylimines, which have then been cyclized to beta- and gamma-carbolines by either copper-catalyzed or thermal processes. (C) 2002 Elsevier Science Ltd. All rights reserved.

引用

页码：1359 / 1362

页数：4

共 41 条

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