Regiodivergent Synthesis of 3,4- and 4,5-Disubstituted <i>N</i>-Methylpyrazoles from 4-Acyl-1<i>H</i>-pyrrole-2,3-dione and Methylhydrazine
Julia Poletto, Michael J. V. da Silva, Karlos Eduardo Pianoski, Julia C. M. Willig, Fernanda A. Rosa
Abstract
A simple, efficient and highly regioselective method for the preparation of 3,4- and 4,5-disubstituted N-methylpyrazoles in a one-pot procedure is reported. The methodology developed was based on the regiochemical control of the reaction of 4-acyl-1H-pyrrole-2,3-diones and methylhydrazine with an influence of the addition or absence of acid and the substrate structure.
Topics & Concepts
MethylhydrazineChemistryRegioselectivityPyrroleSubstrate (aquarium)StereochemistryReaction conditionsCombinatorial chemistryOrganic chemistryMedicinal chemistryCatalysisGeologyPropellantOceanographySynthesis and Characterization of PyrrolesSynthesis and Reactions of Organic CompoundsFluorine in Organic Chemistry