Carbolithiation of vinyl pyridines as a route to 7-azaindoles

被引:25
作者
Cottineau, B [1 ]
O'Shea, DF [1 ]
机构
[1] Natl Univ Ireland Univ Coll Dublin, Dept Chem, Conway Inst, Ctr Synth & Chem Biol, Dublin 4, Ireland
关键词
7-azaindole; carbolithiation; cascade reaction;
D O I
10.1016/j.tetlet.2005.01.046
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An effective synthesis of the 7-azaindole ring system has been developed from substituted 2-amino-3-vinyl pyridines. The methodology involves a novel cascade reaction sequence of controlled carbolithiation of the vinyl double bond, subsequent trapping of the intermediate organolithium with a suitable electrophile, followed by ring closure and dehydration. (C) 2005 Elsevier Ltd. All rights reserved.
引用
收藏
页码:1935 / 1938
页数:4
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