4.8 Article

Palladium-catalyzed C-H functionalization of pyridine N-oxides:: Highly selective alkenylation and direct arylation with unactivated arenes

Journal

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 130, Issue 29, Pages 9254-+

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ja8026295

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Funding

  1. National Research Foundation of Korea [과06A1506, 2006-312-C00587] Funding Source: Korea Institute of Science & Technology Information (KISTI), National Science & Technology Information Service (NTIS)

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Two catalytic protocols of the oxidative C-C bond formation have been developed on the basis of the C-H bond activation of pyyidine N-oxides Pd-catalyzed alkenylation of the N-oxides proceeds with excellent regio-, stereo-, and chemoselectivity, and the corresponding ortho-alkenylated N-oxide derivatives are obtained in good to excellent yields, Direct cross-coupling reaction of pyridine N-oxides with unactivated arene was also developed in the presence of Pd catalyst and Ag oxidant, which affords ortho-arylated pyridine N-oxide products with high site-selectivity.

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