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Metal‐Free Direct C−H Cyanation of Alkenes
Authors:Dr Xi Wang  Prof?Dr Armido Studer
Institution:Westf?lische Wilhelms-Universit?t, Organisch-Chemisches Institut, Münster, Germany
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.
Keywords:alkenes  C−  H functionalization  cyanation  hypervalent compounds  synthetic methods
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