Radical Silyldifluoromethylation of Electron-Deficient Alkenes | Zendy

Vyacheslav I. Supranovich | Zendy; Vitalij V. Levin | Zendy; Марина И. Стручкова | Zendy; Аlexander А. Korlyukov | Zendy; Alexander D. Dilman | Zendy

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Radical Silyldifluoromethylation of Electron-Deficient Alkenes

Author(s) -

Vyacheslav I. Supranovich,

Vitalij V. Levin,

Марина И. Стручкова,

Аlexander А. Korlyukov,

Alexander D. Dilman

Publication year - 2017

Publication title -

organic letters

Language(s) - Uncategorized

Resource type - Journals

SCImago Journal Rank - 1.94

H-Index - 239

eISSN - 1523-7060

pISSN - 1523-7052

DOI - 10.1021/acs.orglett.7b01334

Subject(s) - chemistry , silanes , carbene , borane , reagent , photochemistry , silicon , radical , boranes , combinatorial chemistry , organic chemistry , catalysis , silane , boron

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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