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钯催化的芳基酮 O-甲基肟与醛的邻位 C-H 酰化/交叉偶联反应,使用叔丁基过氧化氢作为氧化剂。

Pd-catalyzed ortho-C-H acylation/cross coupling of aryl ketone O-methyl oximes with aldehydes using tert-butyl hydroperoxide as oxidant.

机构信息

State Key Laboratory of Chirosciences and the Open Laboratory of Chirotechnology of the Institute of Molecular Technology for Drug Discovery and Synthesis, Department of Applied Biology and Chemical Technology, The Hong Kong Polytechnic University, Hung Hom, Kowloon, Hong Kong.

出版信息

Org Lett. 2010 Sep 3;12(17):3926-9. doi: 10.1021/ol101618u.

Abstract

A Pd-catalyzed protocol for direct C-H bond acylation by cross coupling of aryl ketone oximes and aldehydes using tert-butyl hydroperoxide (TBHP) as oxidant was developed. With oximes as a directing group for the C-H activation, the coupling with aldehydes was achieved with remarkable regioselectivity. The acylation reactions exhibit excellent functional group tolerance, and both aliphatic and heteroaromatic aldehydes can be effectively coupled to the oximes.

摘要

Pd 催化的芳酮肟和醛通过交叉偶联,使用叔丁基过氧化氢 (TBHP) 作为氧化剂直接 C-H 键酰化的反应条件被开发出来。肟作为 C-H 活化的导向基团,与醛的偶联具有显著的区域选择性。酰化反应对官能团具有很好的耐受性,脂肪族和杂芳醛都能有效地与肟偶联。

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