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Synthesis of triarylmethanols via tandem arylation/oxidation of diarylmethanes.


ABSTRACT: A tandem arylation/oxidation of diarylmethanes for the convenient synthesis of unsymmetrical triarylmethanols bearing different aryl and heteroaryl groups is described. A Pd(OAc)2-NiXantphos catalyst system efficiently catalyzed arylation of weakly acidic sp(3)-hybridized C-H bonds of diarylmethanes with aryl bromides, and the arylation products were then oxidized in situ to carbinols by simply opening the reaction flasks to air. The triarylmethanol products were obtained in 35-98% yield.

SUBMITTER: Mao J 

PROVIDER: S-EPMC4448728 | biostudies-literature | 2015 Jun

REPOSITORIES: biostudies-literature

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Synthesis of triarylmethanols via tandem arylation/oxidation of diarylmethanes.

Mao Jianyou J   Eberle Kelly K   Zhang Jiadi J   Rodriguez Carles C   Xi Zhenfeng Z   Pericàs Miquel A MA   Walsh Patrick J PJ  

Tetrahedron letters 20150601 23


A tandem arylation/oxidation of diarylmethanes for the convenient synthesis of unsymmetrical triarylmethanols bearing different aryl and heteroaryl groups is described. A Pd(OAc)<sub>2</sub>-NiXantphos catalyst system efficiently catalyzed arylation of weakly acidic sp<sup>3</sup>-hybridized C-H bonds of diarylmethanes with aryl bromides, and the arylation products were then oxidized in situ to carbinols by simply opening the reaction flasks to air. The triarylmethanol products were obtained in  ...[more]

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