1094598-64-7Relevant articles and documents
Addition of N-heterocyclic carbenes to imines: phenoxide assisted deprotonation of an imidazolium moiety and generation of Breslow intermediates derived from imines
Simonovic, Stevan,Frison, Jean-Cedric,Koyuncu, Hasan,Whitwood, Adrian C.,Douthwaite, Richard E.
supporting information; experimental part, p. 245 - 247 (2009/06/28)
Reactions between imidazolium-imine salts and base result in C-C bond formation via intermediate N-heterocyclic carbenes. In the presence of a proximal OH moiety, carbene formation occurs via intramolecular deprotonation by phenoxide. For simple imines, a reactive Breslow-type intermediate gives access to new heterocycles with the formation of six-and seven-member rings.