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

Organic Letters
Yan QinJin-Pei Cheng

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.

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Citations

Sep 30, 2016·The Journal of Organic Chemistry·Abhisek JoshiSubbarayappa Adimurthy
Apr 25, 2017·The Journal of Organic Chemistry·Karandeep SinghSiddharth Sharma
Apr 7, 2017·Chemistry : a European Journal·Martine Largeron, Maurice-Bernard Fleury
Oct 19, 2017·Angewandte Chemie·Ute WildHans-Jörg Himmel
Sep 20, 2019·Chemistry : a European Journal·Ute WildHans-Jörg Himmel
Sep 15, 2020·Organic & Biomolecular Chemistry·Joseph P Byrne, Martin Albrecht

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