Journal
CHEMISTRY-A EUROPEAN JOURNAL
Volume 23, Issue 63, Pages 15899-15902Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.201704224
Keywords
aldehydes; C-H activation; cross-coupling reactions; photocatalysis; synergistic catalysis
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Funding
- National Research Foundation [NRF2016NRF-NSFC002-005]
- Ministry of Education, Singapore [MOE 2013-T3-1-002]
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The development of methods for carbon-carbon bond formation under benign conditions is an ongoing challenge for synthetic chemists. In recent years there has been considerable interest in using selective C-H activation as a direct route for generating reactive intermediates. Herein, the use of visible-light-mediated dual photoredox organocatalysis as a mild and effective method for C-sp2-H activation of aldehydes is reported, resulting in the generation of acyl radicals. These nucleophilic acyl radical species can undergo either addition to electrophilic alkenes or nickel-catalyzed cross-coupling reactions to provide a quick access to broad range of unsymmetrical ketones, which are abundantly found in many organic building blocks.
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