Journal of the Chemical Society. Perkin transactions I p. 2681 - 2685 (1990)
Update date:2022-08-04
Topics:
Alberola, Angel
Andres, Jose M.
Gonzalez, Alfonso
Pedrosa, Rafael
Vicente, Martina
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.
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