Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 55, Issue 36, Pages 10821-10824Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201605130
Keywords
alkene difunctionalization; alkyl nitrile; azidocyanation; cyano migration; radical reaction
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Funding
- Soochow University
- National Natural Science Foundation of China [21402134]
- Natural Science Foundation of Jiangsu Province [BK20140306]
- Priority Academic Program Development of Jiangsu Higher Education Institutions (PAPD)
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A conceptually new, efficient, and metal-free approach for the challenging azidocyanation of unactivated alkenes is presented. The strategy of intramolecular distal cyano migration is combined with alkene difunctionalization for the first time. A variety of useful azido-substituted alkyl nitriles are prepared in good yields and, most importantly, with exquisite regio- and stereo-selectivities.
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