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Title: Polyhalides as Efficient and Mild Oxidants for Oxidative Carbene Organocatalysis by Radical Processes
Authors: Wu, Xingxing
Zhang, Yuexia
Wang, Yuhuang
Ke, Jie
Jeret, Martin
Reddi, Rambabu N.
Yang, Song
Song, Bao-An
Chi, Yonggui Robin
Keywords: N-heterocyclic Carbenes
Issue Date: 2017
Source: Wu, X., Zhang, Y., Wang, Y., Ke, J., Jeret, M., Reddi, R. N., et al. (2017). Polyhalides as Efficient and Mild Oxidants for Oxidative Carbene Organocatalysis by Radical Processes. Angewandte Chemie International Edition, 56(11), 2942-2946.
Series/Report no.: Angewandte Chemie International Edition
Abstract: Simple and inexpensive polyhalides (CCl4 and C2Cl6 ) have been found to be effective and versatile oxidants in removing electrons from Breslow intermediates under N-heterocyclic carbene (NHC) catalysis. This oxidative reaction involves multiple single-electron-transfer (SET) processes and several radical intermediates. The α, β, and γ-carbon atoms of aldehydes and enals could be readily functionalized. Given the low cost of the oxidants and the broad applicability of the reactions, this study is expected to greatly enhance the feasibility of oxidative NHC catalysis for large-scale applications. Also this new SET radical process with polyhalides as single-electron oxidants will open a new avenue in the development of NHC-catalyzed radical reactions.
ISSN: 1433-7851
DOI: 10.1002/anie.201611692
Rights: © 2017 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.
Fulltext Permission: none
Fulltext Availability: No Fulltext
Appears in Collections:SPMS Journal Articles

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