Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 58, Issue 26, Pages 8628-8630Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201902792
Keywords
ketones; N-heterocyclic carbenes; radical intermediates; redox-active esters; single-electron-transfer reactions
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Funding
- National Natural Science Foundation of China [21772029, 21472028]
- Guizhou University
- Singapore National Research Foundation [NRF-NRFI2016-06]
- Ministry of Education of Singapore [MOE2013-T2-2-003, MOE2016-T2-1-032, RG108/16]
- A*STAR Individual Research Grant [A1783c0008]
- Nanyang Research Award Grant
- Nanyang Technological University
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N-Heterocyclic carbene catalyzed radical reactions are challenging and underdeveloped. In a recent study, Ohmiya, Nagao and co-workers found that aldehyde carbonyl carbon centers can be coupled with alkyl radicals under NHC catalysis. An elegant aspect of this study is the use of a redox-active carboxylic ester that behaves as an single-electron oxidant to convert the Breslow intermediate into a radical adduct and concurrently release an alkyl radical intermediate as a reaction partner.
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