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Twofold C-H functionalization: palladium-catalyzed ortho arylation of anilides.


ABSTRACT: The ortho arylation of anilides to form biphenyls via a twofold C-H functionalization/C-C bond-forming process is described. The oxidative coupling takes place in the presence of 5-10 mol % of Pd(OAc)2, 10-20 mol % of DMSO, and 4-11 equiv of the aryl substrate in TFA under an oxygen atmosphere. No metal-containing cocatalyst is required.

SUBMITTER: Brasche G 

PROVIDER: S-EPMC2489205 | biostudies-literature | 2008 Jun

REPOSITORIES: biostudies-literature

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Twofold C-H functionalization: palladium-catalyzed ortho arylation of anilides.

Brasche Gordon G   García-Fortanet Jorge J   Buchwald Stephen L SL  

Organic letters 20080509 11


The ortho arylation of anilides to form biphenyls via a twofold C-H functionalization/C-C bond-forming process is described. The oxidative coupling takes place in the presence of 5-10 mol % of Pd(OAc)2, 10-20 mol % of DMSO, and 4-11 equiv of the aryl substrate in TFA under an oxygen atmosphere. No metal-containing cocatalyst is required. ...[more]

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