A general modular method of azaindole and thienopyrrole synthesis via Pd-catalyzed tandem couplings of gem-dichloroolefins

被引:92
作者
Fang, Yuan-Qing [1 ]
Yuen, Josephine [1 ]
Lautens, Mark [1 ]
机构
[1] Univ Toronto, Dept Chem, Davenport Chem Labs, Toronto, ON M5S 3H6, Canada
关键词
ONE-POT SYNTHESIS; BOND FORMATION; RWJ; 68354; DERIVATIVES; INDOLE; 7-AZAINDOLES; 6-AZAINDOLES; INHIBITOR; BINDING; AMINOPYRIDINES;
D O I
10.1021/jo070460b
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A palladium-catalyzed reaction of gem-dichloroolefins and a boronic acid via a tandem intramolecular C-N and intermolecular Suzuki coupling process gave corresponding substituted azaindoles or thienopyrroles. This method is a very modular protocol to synthesize all four isomers of azaindole and two isomers of thienopyrroles in good to excellent yield.
引用
收藏
页码:5152 / 5160
页数:9
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