Regioselective Synthesis of Benzimidazolones via Cascade C-N Coupling of Monosubstituted Ureas

被引:25
|
作者
Ernst, Johannes B. [1 ]
Tay, Nicholas E. S. [1 ]
Jui, Nathan T. [1 ]
Buchwald, Stephen L. [1 ]
机构
[1] MIT, Dept Chem, Cambridge, MA 02139 USA
基金
美国国家卫生研究院;
关键词
CATALYZED INTRAMOLECULAR CYCLIZATION; SUBSTITUTED 1,3-DIHYDROBENZIMIDAZOL-2-ONES; INHIBITORS; SERIES; HETEROCYCLES; DERIVATIVES; ANTAGONIST; AMINATION; DISCOVERY; ARYLATION;
D O I
10.1021/ol501531q
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A direct method for the regioselective construction of benzimidazolones is reported wherein a single palladium catalyst is employed to couple monosubstituted urea substrates with differentially substituted 1,2-dihaloaromatic systems. In this method, the catalyst is able to promote a cascade of two discrete chemoselective C-N bond-forming processes that allows the highly selective and predictable formation of complex heterocycles from simple, readily available starting materials.
引用
收藏
页码:3844 / 3846
页数:3
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