Synthesis of aryl ring-fused benzimidazolequinones using 6-exo-trig radical cyclizations

被引：21
|
作者：
Moriarty, Eoin [1 ]
Aldabbagh, Fawaz [1 ]
机构：
[1] Natl Univ Ireland, Sch Chem, Galway, Ireland
来源：
TETRAHEDRON LETTERS | 2009年 / 50卷 / 37期
关键词：
Annulations; Diazoles; Heterocycles; Quinones; ANTITUMOR AGENTS; CYTOTOXICITY;
D O I：
10.1016/j.tetlet.2009.07.023
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The preparation of alicyclic ring-fused tetracyclic and pentacyclic benzimidazoles containing one and two fused aryl rings, respectively, is achieved conveniently in three steps, including Bu3SnH-mediated 6-exo-trig cyclization of sigma-aryl radicals generated from 1-allyl-2-(omega-bromoaryl)benzimidazoles. Inclusion Of 4,7-dimethoxy substituents on the radical precursors allows access to aryl ring-fused benzimidazolequitiones, a Unique family of potential bioreductive anti-cancer agents. (C) 2009 Elsevier Ltd. All rights reserved.
引用
收藏
页码：5251 / 5253
页数：3
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