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Heterocycle synthesis via direct C-H/N-H coupling.

ABSTRACT: A method for five- and six-membered heterocycle formation by palladium-catalyzed C-H/N-H coupling is presented. The method employs a picolinamide directing group, PhI(OAc)(2) oxidant, and toluene solvent at 80-120 °C. Cyclization is effective for sp(2) as well as aliphatic and benzylic sp(3) C-H bonds.

SUBMITTER: Nadres ET 

PROVIDER: S-EPMC3257368 | biostudies-literature | 2012 Jan

REPOSITORIES: biostudies-literature

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Heterocycle synthesis via direct C-H/N-H coupling.

Nadres Enrico T ET   Daugulis Olafs O  

Journal of the American Chemical Society 20111229 1

A method for five- and six-membered heterocycle formation by palladium-catalyzed C-H/N-H coupling is presented. The method employs a picolinamide directing group, PhI(OAc)(2) oxidant, and toluene solvent at 80-120 °C. Cyclization is effective for sp(2) as well as aliphatic and benzylic sp(3) C-H bonds. ...[more]

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