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. 2015 Mar 6;80(5):2925-9.
doi: 10.1021/acs.joc.5b00167. Epub 2015 Feb 17.

Palladium-Catalyzed Aryl C(sp(2))-H Bond Hydroxylation of 2-Arylpyridine Using TBHP as Oxidant

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Palladium-Catalyzed Aryl C(sp(2))-H Bond Hydroxylation of 2-Arylpyridine Using TBHP as Oxidant

Jiawei Dong et al. J Org Chem. .

Abstract

An efficient synthesis of phenols via Pd-catalyzed, pyridyl-directed homogeneous hydroxylation of the aryl C-H bond was developed, in which tert-butyl hydroperoxide was used as the sole oxidant. The method had a broad group tolerance and was available for both electron-rich and electron-deficient substrates. The reaction of a series of 2-arylpyridine derivatives gave the ortho-hydroxylation products in moderate to good yields.

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