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Regioselective synthesis of benzimidazolones via cascade C-N coupling of monosubstituted ureas.

ABSTRACT: 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.

SUBMITTER: Ernst JB 

PROVIDER: S-EPMC4216194 | biostudies-literature | 2014 Jul

REPOSITORIES: biostudies-literature

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Regioselective synthesis of benzimidazolones via cascade C-N coupling of monosubstituted ureas.

Ernst Johannes B JB   Tay Nicholas E S NE   Jui Nathan T NT   Buchwald Stephen L SL  

Organic letters 20140627 14

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. ...[more]

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