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Synthesis of Unsymmetrical 2,6-Diarylanilines by Palladium-Catalyzed C-H Bond Functionalization Methodology.

ABSTRACT: 3,5-Dimethylpyrazole was employed as a monodentate directing group for palladium-catalyzed ortho-sp2 C-H arylation with aryl iodides. The reaction shows good functional group tolerance and outstanding selectivity for mono- ortho-arylation. Ozonolysis of ortho-arylated arylpyrazoles gave acylated biphenylamines that were further arylated to afford unsymmetrically substituted 2,6-diarylacetanilides.

SUBMITTER: Kwak SH

PROVIDER: S-EPMC6013069 | biostudies-literature | 2018 May

REPOSITORIES: biostudies-literature

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Synthesis of Unsymmetrical 2,6-Diarylanilines by Palladium-Catalyzed C-H Bond Functionalization Methodology.

Kwak Se Hun SH Gulia Nurbey N Daugulis Olafs O

The Journal of organic chemistry 20180508 10

3,5-Dimethylpyrazole was employed as a monodentate directing group for palladium-catalyzed ortho-sp<sup>2</sup> C-H arylation with aryl iodides. The reaction shows good functional group tolerance and outstanding selectivity for mono- ortho-arylation. Ozonolysis of ortho-arylated arylpyrazoles gave acylated biphenylamines that were further arylated to afford unsymmetrically substituted 2,6-diarylacetanilides. ...[more]

PMID: 29737848

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