Regiospecificity of the nitrosation of di(gem-dichlorocyclopropanes) obtained from butadiene and isoprene
摘要:
Nitrosation of di(gem-dichlorocyclopropane) with NOCl center dot 2SO(3) proceeds regiospecifically and in two stages to afford di(5-chloroisoxazol-3-yl). The introduction of a methyl group on one of the cyclopropane rings crucially influences the reactivity and mode of transformation of the substrate, leading to 3-chloro-5-methyl-5-(1,3,3-trichloroprop-2-en-1-yl)isoxazoline, the structure of which was established by X-ray single crystal diffractometry. (C) 2013 Elsevier Ltd. All rights reserved.
Reaction of 3,4-epoxy-1-butene with dichlorocarbene is accompanied by deoxygenation and yields a mixture of 1,1-dichloro-2-vinylcyclopropane, 2,2,2 ' ,2 ' -tetrachlorobicyclopropyl, and 2,2-dichlorocyclopropyloxirane. Arenesuffenyl chlorides react with 3,4-epoxy-1-butene to afford both Markownikoff and anti-Markownikoff addition products, whereas vinylethylene carbonate gives rise exclusively to the anti-Markownikoff adducts.
Reactions Related to the Addition of Dichlorocarbene to Norbornylene
作者:Elliot Bergman
DOI:10.1021/jo01044a014
日期:1963.9
Notes. Reaction of Dichlorocarbene with Conjugated Dienes
作者:Milton Orchin、E Herrick
DOI:10.1021/jo01083a629
日期:1959.1
The Reactions of Bivalent Carbon Species. Addition of Dihalocarbenes to 1,3-Butadiene