Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 57, Issue 47, Pages 15505-15509Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201809820
Keywords
copper; cross-coupling; photochemistry; radicals; synthetic methods
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Funding
- NNSFC [21472058, 21472057, 21622201, 21232003]
- Science and Technology Department of Hubei Province [2016CFA050, 2017AHB047]
- Program of Introducing Talents of Discipline to Universities of China (111 Program) [B17019]
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A visible-light-driven, copper-catalyzed three-component radical cross-coupling of oxime esters, styrenes, and boronic acids has been developed. Key steps of this protocol involve catalytic generation of an iminyl radical from a redox-active oxime ester and subsequent C C bond cleavage to generate a cyanoalkyl radical. Upon its addition to styrene, the newly formed benzylic radical undergoes coupling with a boronic-acid-derived ArCuII complex to achieve 1,1-diarylmethane-containing alkylnitriles.
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