Allylsilanes in “Tin??free” Oximation, Alkenylation, and Allylation of Alkyl Halides

G Rouquet, F Robert, R Méreau…

Index: Rouquet, Guy; Robert, Frederic; Mereau, Raphael; Castet, Frederic; Landais, Yannick Chemistry - A European Journal, 2011 , vol. 17, # 49 p. 13904 - 13911

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Citation Number: 11

Abstract

Abstract Tin-free oximation, vinylation, and allylation of alkyl halides have been developed by using allylsilanes as di-tin surrogates. Initiation of the radical process with a peroxide provides the silyl radical, which can abstract a halogen from the corresponding alkyl halide. The resulting carbon-centered radical then adds to various acceptors, including a sulfonyloxime, a vinylsulfone, and an allylsulfone, leading to formation of the desired ...