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Synthesis of substituted isoquinolines utilizing palladium-catalyzed ?-arylation of ketones.

ABSTRACT: The utilization of sequential palladium-catalyzed ?-arylation and cyclization reactions provides a general approach to an array of isoquinolines and their corresponding N-oxides. This methodology allows the convergent combination of readily available precursors in a regioselective manner and in excellent overall yields. This powerful route to polysubstituted isoquinolines, which is not limited to electron rich moieties, also allows rapid access to analogues of biologically active compounds.

SUBMITTER: Donohoe TJ 

PROVIDER: S-EPMC3406859 | biostudies-other | 2012 Jul

REPOSITORIES: biostudies-other

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Synthesis of substituted isoquinolines utilizing palladium-catalyzed α-arylation of ketones.

Donohoe Timothy J TJ   Pilgrim Ben S BS   Jones Geraint R GR   Bassuto José A JA  

Proceedings of the National Academy of Sciences of the United States of America 20120702 29

The utilization of sequential palladium-catalyzed α-arylation and cyclization reactions provides a general approach to an array of isoquinolines and their corresponding N-oxides. This methodology allows the convergent combination of readily available precursors in a regioselective manner and in excellent overall yields. This powerful route to polysubstituted isoquinolines, which is not limited to electron rich moieties, also allows rapid access to analogues of biologically active compounds. ...[more]

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