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Palladium-catalyzed N-monoarylation of amidines and a one-pot synthesis of quinazoline derivatives.

ABSTRACT: A method for the Pd-catalyzed N-arylation of both aryl and alkyl amidines with a wide range of aryl bromides, chlorides, and triflates is described. The reactions proceed in short reaction times and with excellent selectivity for monoarylation. A one-pot synthesis of quinazoline derivatives, via addition of an aldehyde to the crude reaction mixture following Pd-catalyzed N-arylation, is also demonstrated.

SUBMITTER: McGowan MA

PROVIDER: S-EPMC3485433 | biostudies-literature | 2012 Jul

REPOSITORIES: biostudies-literature

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Palladium-catalyzed N-monoarylation of amidines and a one-pot synthesis of quinazoline derivatives.

McGowan Meredeth A MA McAvoy Camille Z CZ Buchwald Stephen L SL

Organic letters 20120705 14

A method for the Pd-catalyzed N-arylation of both aryl and alkyl amidines with a wide range of aryl bromides, chlorides, and triflates is described. The reactions proceed in short reaction times and with excellent selectivity for monoarylation. A one-pot synthesis of quinazoline derivatives, via addition of an aldehyde to the crude reaction mixture following Pd-catalyzed N-arylation, is also demonstrated. ...[more]

PMID: 22765354

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