Journal
CHEMISTRY-A EUROPEAN JOURNAL
Volume 22, Issue 29, Pages 9902-9908Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.201601483
Keywords
alkenes; benzyl nitrile; cyanation; fluorinated alkenyl nitrile; fluorine
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Funding
- National Natural Science Foundation of China [21472043, 21272070]
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A novel copper-free highly stereoselective cyanation of gem-difluoroalkenes by using benzyl nitrile as a cyanating reagent with the assistance of tBuOLi under air atmosphere at room temperature was developed. A variety of versatile fluorinated alkenyl nitriles were obtained. The proposed mechanism involved the C-H bond oxidation, C-CN bond cleavage, and then nucleophilic vinylic substitution (SNV).
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