Efficient access to azaindoles and indoles

被引:119
作者
McLaughlin, Mark [1 ]
Palucki, Michael [1 ]
Davies, Ian W. [1 ]
机构
[1] Merck Res Labs, Dept Proc Res, Rahway, NJ 07065 USA
关键词
D O I
10.1021/ol061232r
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An expedient, catalytic method for the synthesis of diverse azaindoles and indoles, starting from readily available and inexpensive starting materials, is described. Conditions were developed for effective reductive alkylation of electron-deficient o-chloroarylamines, substrates previously viewed as poor partners in this reaction. The derived N-alkylated o-chloroarylamines were elaborated to N-alkylazaindoles and N-alkylindoles via a novel one-pot process comprising copper-free Sonogashira alkynylation and a base-mediated indolization reaction.
引用
收藏
页码:3307 / 3310
页数:4
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