Radical Silyldifluoromethylation of Electron-Deficient Alkenes
datasetposted on 25.05.2017, 14:54 by Vyacheslav I. Supranovich, Vitalij V. Levin, Marina I. Struchkova, Alexander A. Korlyukov, Alexander D. Dilman
A reaction of bromo- and iododifluoromethyl-substituted silanes with electron-deficient alkenes in the presence of an N-heterocyclic carbene borane complex is described. The reaction is performed under irradiation with light-emitting diodes and proceeds via a radical chain mechanism. The resulting products, the functionalized silicon reagents, can undergo chemoselective transformations involving either the silyldifluoromethyl fragment or the functional group.
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irradiationpresencechain mechanismfunctionalized silicon reagentselectron-deficient alkeneschemoselective transformationsiododifluoromethyl-substituted silanesElectron-Deficient Alkeneslight-emitting diodesbromoRadical SilyldifluoromethylationN-heterocyclic carbene boranesilyldifluoromethyl fragmentproceed