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Palladium-Catalyzed Direct mono-Aroylation of O-Arylmethyl and Aryl Substituted Acetoxime Ethers

Abstract

An efficient palladium-catalyzed ortho-aroylation of O-arylmethyl and aryl substituted acetoxime ethers has been developed in high mono-site selectivity without the need for exogenous ligand. Under the direction of the simple exo-acetoxime auxiliary, broad scope of masked arylmethyl alcohols and phenols as well as various aromatic aldehydes are compatible with this transformation, which should undertake a mechanistic pathway of six- or five-membered exo-cyclopalladated intermediate. The strategy can be expediently adopted to prepare synthetically valuable 1H-benzo[d][1,2]oxazines and benzo[d]isoxazoles. The directing group of products can be easily removed to give the functionalized diaryl ketones.

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Publication details

The article was received on 13 Jun 2018, accepted on 02 Aug 2018 and first published on 03 Aug 2018


Article type: Paper
DOI: 10.1039/C8OB01400K
Citation: Org. Biomol. Chem., 2018, Accepted Manuscript
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    Palladium-Catalyzed Direct mono-Aroylation of O-Arylmethyl and Aryl Substituted Acetoxime Ethers

    Y. Ji, L. Shao, Z. Xu, C. Wang, X. fu, M. Chen and H. Liu, Org. Biomol. Chem., 2018, Accepted Manuscript , DOI: 10.1039/C8OB01400K

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