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受生物启发的有机催化有氧 C-H 胺氧化反应,使用邻醌催化剂。

Bioinspired organocatalytic aerobic C-H oxidation of amines with an ortho-quinone catalyst.

机构信息

†Beijing National Laboratory for Molecular Sciences (BNLMS) CAS Key Laboratory of Molecular Recognition and Function, Institute of Chemistry, The Chinese Academy of Sciences, Beijing 100190, China.

‡Collaborative Innovation Center of Chemical Science and Engineering (Tianjin), Tianjin 300071, China.

出版信息

Org Lett. 2015 Mar 20;17(6):1469-72. doi: 10.1021/acs.orglett.5b00351. Epub 2015 Mar 11.

DOI:10.1021/acs.orglett.5b00351
PMID:25761008
Abstract

A simple bioinspired ortho-quinone catalyst for the aerobic oxidative dehydrogenation of amines to imines is reported. Without any metal cocatalysts, the identified optimal ortho-quinone catalyst enables the oxidations of α-branched primary amines and cyclic secondary amines. Mechanistic studies have disclosed the origins of different performances of ortho-quinone vs para-quinone in biomimetic amine oxidations.

摘要

报道了一种简单的仿生邻醌催化剂,用于胺的有氧氧化脱氢反应生成亚胺。在没有任何金属共催化剂的情况下,所鉴定的最佳邻醌催化剂能够实现α-支链伯胺和环状仲胺的氧化。机理研究揭示了邻醌与对醌在仿生胺氧化中表现不同的原因。

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