Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 55, Issue 30, Pages 8718-8722Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201603068
Keywords
amides; boron; decarbonylation; nickel; structure elucidation
Categories
Funding
- 1000-Youth Talents Plan
- Jiangsu Specially-Appointed Professor Plan
- NSF of China [21402086, 21401099]
- NSF of Jiangsu Province [BK20140594]
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A nickel/N-heterocyclic carbene catalytic system has been established for decarbonylative borylation of amides with B(2)nep(2) by C-N bond activation. This transformation shows good functional-group compatibility and can serve as a powerful synthetic tool for late-stage borylation of amide groups in complex compounds. More importantly, as a key intermediate, the structure of an acyl nickel complex was first confirmed by X-ray analysis. Furthermore, the decarbonylative process was also observed. These findings confirm the key mechanistic features of the acyl C-N bond activation process.
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