4.8 Article

Visible-Light-Mediated Decarboxylation/Oxidative Amidation of α-Keto Acids with Amines under Mild Reaction Conditions Using O2

期刊

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
卷 53, 期 2, 页码 502-506

出版社

WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201308614

关键词

amides; computational chemistry; photochemistry; reaction mechanism; synthetic methods

资金

  1. 973 Program [2012CB725302]
  2. National Natural Science Foundation of China [21025206, 21272180, 21302148]
  3. Program for Changjiang Scholars and Innovative Research Team in University [IRT1030]
  4. Research Fund for the Doctoral Program of Higher Education of China [20120141130002]

向作者/读者索取更多资源

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.

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