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Visible‐Light‐Mediated Decarboxylation/Oxidative Amidation of α‐Keto Acids with Amines under Mild Reaction Conditions Using O2
Authors:Jie Liu  Dr. Qiang Liu  Hong Yi  Chu Qin  Ruopeng Bai  Xiaotian Qi  Prof. Yu Lan  Prof. Aiwen Lei
Affiliation:1. College of Chemistry and Molecular Sciences, Wuhan University, 430072, Wuhan (P. R. China);2. School of Chemistry and Chemical Engineering, Chongqing University, 400030, Chongqing (P. R. China);3. National Research Center for Carbohydrate Synthesis, Jiangxi Normal University, Nanchang 330022, Jiangxi, (P. R. China)
Abstract:Photochemistry has ushered in a new era in the development of chemistry, and photoredox catalysis has become a hot topic, especially over the last five years, with the combination of visible‐light photoredox catalysis and radical reactions. A novel, simple, and efficient radical oxidative decarboxylative coupling with the assistant of the photocatalyst [Ru(phen)3]Cl2 is described. Various functional groups are well‐tolerated in this reaction and thus provides a new approach to developing advanced methods for aerobic oxidative decarboxylation. The preliminary mechanistic studies revealed that: 1) an SET process between [Ru(phen)3]2+* and aniline play an important role; 2) O2 activation might be the rate‐determining step; and 3) the decarboxylation step is an irreversible and fast process.
Keywords:amides  computational chemistry  photochemistry  reaction mechanism  synthetic methods
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