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通过 C-H 和 C-O 键活化,用醛作为酰基供体进行酯交换反应合成羧酸酯。

Transesterification for synthesis of carboxylates using aldehydes as acyl donors via C-H and C-O bond activations.

机构信息

Key Laboratory of Mesoscopic Chemistry of Ministry of Education, School of Chemistry and Chemical Engineering, Nanjing University, Nanjing 210093, PR China.

出版信息

J Org Chem. 2012 Sep 21;77(18):8344-9. doi: 10.1021/jo3012573. Epub 2012 Sep 7.

DOI:10.1021/jo3012573
PMID:22920331
Abstract

A new type of transesterification between aryl, heteroaryl, alkyl N-heteroarene-2-carboxylates and various aldehydes by C-H and C-O bond activations has been developed for the synthesis of versatile carboxylates. A possible mechanism containing oxidative addition of acyl-O bond in parent ester and radical cleavage of sp(2) C-H bond in aldehyde is proposed.

摘要

一种新型的芳基、杂芳基、烷基 N-杂芳基-2-羧酸酯与各种醛之间的酯交换反应通过 C-H 和 C-O 键的活化被开发出来,用于合成多功能羧酸酯。提出了一种可能的机制,包括母体酯中酰基-O 键的氧化加成和醛中 sp(2) C-H 键的自由基断裂。

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