258333-02-7Relevant academic research and scientific papers
Sigmatropic rearrangements of ylides generated from N-(α-cyano)benzyl-N,N-dimethyl-N-substituted ammonium salts with a base
Zdrojewski,Golcbiowski,Mirkowska,Jonczyk
, p. 1955 - 1964 (2007/10/03)
Quaternary ammonium salts 1-4, treated with four different base-solvent systems A-D, generated ylides YI and YII which in turn, rearranged with formation of the products 6, 9 and/or 7, 8, as the products of [1,2] or [2,3] shift, respectively. The products 9a,d eliminated dimethylamine, when refluxed in methanol to afford methy(Z)-β-cyanocinnamates 10a,d. The salts 2 and 4 generated ylides, which formed rearranged products in better yields than the salt 3.
