期刊
CHEMISTRY-A EUROPEAN JOURNAL
卷 24, 期 65, 页码 17210-17214出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.201804246
关键词
borylation; deaminative strategy; DFT calculations; electron donor-acceptor; visible light
资金
- Fonds der Chemischen Industrie
- Deutsche Forschungsgemeinschaft [SFB 858]
- Alexander von Humboldt Foundation
A deaminative strategy for the borylation of aliphatic primary amines is described. Alkyl radicals derived from the single-electron reduction of redox-active pyridinium salts, which can be isolated or generated in situ, were borylated in a visible light-mediated reaction with bis(catecholato)diboron. No catalyst or further additives were required. The key electron donor-acceptor complex was characterized in detail by both experimental and computational investigations. The synthetic potential of this mild protocol was demonstrated through the late-stage functionalization of natural products and drug molecules.
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