The synthesis of alkyl aryl nitriles from N-(1-arylalkylidene)cyanomethyl amines: some mechanistic conclusions
作者:Alvise Perosa、Maurizio Selva、Pietro Tundo
DOI:10.1039/a905563k
日期:——
A mechanistic investigation of the rearrangement of N-(1-arylalkylidene)cyanomethylamines [1, ArC(NCH2CN)R; R = alkyl, aryl] to alkyl aryl nitriles [2, ArCH(R)CN] in refluxing DMF in the presence of a base is reported.
Abstract Solid-liquid phase transfer catalysis in the absence of any added solvent efficiently promotes Michael addition of glycine Schiff bases to phenylvinylsulfoxide. The vinyl group was formed by thermolysis of the phenylsulfinyl function.