X=Y-ZH systems as potential 1,3-dipoles. Part 45. Proton sponge effects on the 1,2-prototropic formation of azomethine ylides from arylidene benzylamines

Article abstract of DOI:10.1016/0040-4020(95)00846-Z

A strong rate enhancing effect of an ortho-methoxy or an ortho-dimethylamino group on the 1,2-prototropic generation of azomethine ylides from arylidene arylmethylamines is demonstrated. In the absence of such functionality azomethine ylide formation fail