Bicyclo butane nitrile

Highly strained rings such as l-bicyclo[l,l,0]butane nitrile even polymerize with retention of the ring system ... 

Strained rings can be polymerized under certain conditions by free radicals, as, for example, with l-bicyclo[3.1.0]butane nitrile ... 

MO calculations have been carried out on the isomerization of cyclopropane to propene, and the MNDO method has been used to study the reaction pathway and to optimize the structure of reactant, transition structure, and product of the ring opening reaction of bicyclo[1.1.0]butane. Various methods have been employed to estimate the rate constants for ring opening of the 2-cyclopropyl-2-propyl radical. 1-Acceptor-1-sulfenyl-substituted 2-vinylcyclopropanes of the type (430) have been found to afford 6-sulfenyl-a,jS y, -unsaturated carboxylic esters and nitriles (431) upon treatment with acid, by a process which involves C(l)—C(2) bond fission and a novel 1,5-sulfenyl rearrangement (see Scheme 110). It has been shown that the benzophenone-sensitized photolysis of vinyl norcaradiene derivatives, such as 5-(2-methylprop-l-enyl)-3-oxatricyclo[4.4.0.0 ]deca-7,9-dien-4-ones (432), results in the regioselective cleavage of only one of the cyclopropyl c-bonds to afford isochroman-3-one derivatives (433). It has been reported that the major product obtained from the reaction of structurally diverse a-diazo ketones with an electron-rich alkene in the... 

A full account has been given of the preparation of cyclopropylmethanols or cyclobutanols from y-epoxysulphones (Scheme 1). This useful method can also be applied to the synthesis of cyclopentanols from 5-epoxysulphones. The same idea has been used by Gaoni in a simple synthesis of bicyclo[1.1.0]butanes (6). a,j8-Unsaturated sulphones (7) undergo Michael attack by a-metallated nitriles leading to the cyclopropanes (8) as yet the method is limited to cases where R = Phor SR ... 

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