A short route to functionalized imidazo[4,5-c]carbazoles.: Synthesis of the first example of the imidazo[4,5-c]β-carboline ring system

被引:13
作者
Achab, S [1 ]
Diker, K [1 ]
Potier, P [1 ]
机构
[1] CNRS, Inst Chim Subst Nat, F-91198 Gif Sur Yvette, France
关键词
D O I
10.1016/S0040-4039(01)01915-3
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A new synthetic route to functionalized imidazo[4,5-c]carbazoles (4) via intramolecular electrocyclization of indolo-1,3,5-hexatriene system (3a) is described. Thermally induced ring-closure of 2-ethylcarboxylate-(4-amino-5-imidazolyl)-3-indole (3d) led to the previously unknown imidazo[4,5-c]beta -carboline ring system (5). These heterocycles were efficiently converted into analogs of both the marine cytotoxic agents grossularines-1 and -2 (1) and the antimicrobial alkaloid eudistomin U (2). (C) 2001 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:8825 / 8828
页数:4
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