期刊
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
卷 58, 期 15, 页码 5069-5074出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201813184
关键词
allenes; carbofluoroalkylation; nickel; radicals; synthetic methods
资金
- Strategic Priority Research Program of the Chinese Academy of Sciences [XDB20000000]
- National Basic Research Program of China (973 Program) [2015CB856600]
- National Science Foundation of China [21772187, 21522208]
A nickel-catalyzed 1,4-carbofluoroalkylation of 1,3-enynes to access structurally diverse fluoroalkylated allenes has been established. This method has demonstrated high catalytic reactivity, mild reaction conditions, broad substrate scope, and excellent functional-group tolerance. The key to success is the use of a nickel catalyst to generate different fluoroalkyl radicals from readily available and structurally diverse fluoroalkyl halides to access 1,4-difunctionalization of 1,3-enynes by a radical relay. This strategy provides facile synthesis of structurally diverse multisubstituted allenes, and offers a solution for batch production of various fluorinated bioactive molecules for drug discovery by further transformations.
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