期刊
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
卷 58, 期 18, 页码 6079-6083出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201900466
关键词
alkenes; cyanodifluoromethylation; difluorocarbene; fluorine; photocatalysis
资金
- National Natural Science Foundation [21421002, 21672242]
- Key Research Program of Frontier Sciences (CAS) [QYZDJSSW-SLH049]
- National Basic Research Program of China [2015CB931903]
- Chinese Academy of Sciences [XDA02020105, XDA02020106]
Difluoromethylation is a straightforward and widely applied strategy used to incorporate HCF2 into organic molecules. In contrast, cyanation reagents are typically volatile or highly toxic, or they require harsh reaction conditions. Incorporation of both CN and HCF2 into organic molecules, such as alkenes, is a worthwhile but challenging task. A method for photocatalyzed cyanodifluoromethylation of alkenes has been developed, which employs a Ph3P+CF2CO2-/NaNH2 (or NH3) reagent system. Ph3P+CF2CO2- functions as both the HCF2 and CN carbon source. A cyanide anion is generated insitu under mild conditions, thereby avoiding the use of toxic cyanation reagents. The photocatalytic method permits cyanodifluoromethylation of a range of alkenes under mild room temperature conditions. The CN group within the products may be further derivatized by standard methods.
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