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Visible‐Light‐Mediated Decarboxylation/Oxidative Amidation of α‐Keto Acids with Amines under Mild Reaction Conditions Using O 2
Author(s) -
Liu Jie,
Liu Qiang,
Yi Hong,
Qin Chu,
Bai Ruopeng,
Qi Xiaotian,
Lan Yu,
Lei Aiwen
Publication year - 2014
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201308614
Subject(s) - decarboxylation , oxidative decarboxylation , photoredox catalysis , chemistry , aniline , photochemistry , catalysis , oxidative phosphorylation , oxidative coupling of methane , photocatalysis , visible spectrum , aniline compounds , combinatorial chemistry , organic chemistry , materials science , biochemistry , optoelectronics
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 ]Cl 2 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) O 2 activation might be the rate‐determining step; and 3) the decarboxylation step is an irreversible and fast process.