Reaction of 3-Oxobutanamides with β-Enaminones and Primary Amines Using Mn(III)/Mn(II) Redox System. A New Approach to Highly-Substituted 3-Oxo-2,3-dihydro-1H-pyrrole-2-carboxamides

Puntos clave

• The aim is to explore the reactions of 3-oxobutanamides with β-enaminones and primary amines using a Mn redox system.
• Reactions conducted using Mn(OAc)3•2H2O under oxygen atmosphere.
• Products obtained were characterized as 2,5-dimethyl-3-oxo-2,3-dihydro-1H-pyrrole derivatives.
• Product yields were reported for 27 and 28 examples in respective reactions.
• The reaction with β-enaminones resulted in excellent yields of pyrrole-2-carboxamides.
• The reaction with primary amines yielded pyrrole-2,4-dicarboxamides in quantitative yields.
• A proposed mechanism involves Mn(III) catalytic action and a pinacol-type rearrangement.