131911-06-3Relevant articles and documents
Differential Reactivity of β-Amino Enones and 3-Dimethylaminoacrylaldehyde towards α-Amino Derivatives
Alberola, Angel,Andres, Jose M.,Gonzalez, Alfonso,Pedrosa, Rafael,Vicente, Martina
, p. 2681 - 2685 (2007/10/02)
Unsubstituted β-amino enones react with α-amino derivatives by a well established route with implies a fast transamination process - 1,4-addition followed by elimination - and cyclodehydration of the intermediate to 3-functionalized pyrroles.In contrast, 3-dimethylaminoacrylaldehyde undergoes 1,2-addition followed by cyclization to give the final 2-substituted pyrroles.Isolation of the intermediates supports the proposed mechanism for each reaction.