Metal‐Free Direct C−H Cyanation of Alkenes
Open Access
- 11 July 2018
- journal article
- research article
- Published by Wiley in Angewandte Chemie
- Vol. 57 (36), 11792-11796
- https://doi.org/10.1002/anie.201807303
Abstract
A metal‐free and direct alkene C−H cyanation is described. Directing groups are not required and the mechanism involves electrophilic activation of the alkene by a cyano iodine(III) species generated in situ from a [bis(trifluoroacetoxy)iodo]arene and trimethylsilyl cyanide as the cyanide source. This C−H functionalization can be conducted on gram scale, and for noncyclic 1,1‐ and 1,2‐disubstuted alkenes high stereoselectivity is achieved, thus rendering the method highly valuable.Funding Information
- H2020 European Research Council (ERC Advanced Grant agreement No. 692640)
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