Conventional and Microwave-Assisted Facile One-Pot Synthesis of N-Substituted Pyrrole-2,3,4,5-tetracarboxylates Under Neat Conditions

Abstract

Highly substituted pyrroles 3a,f were prepared conveniently in a reaction of (dimethyl- and diethyl-)acethylenedicarboxylates 1a–b with N-(methyl- and aryl-) hydroxylamines 2a–d in the presence of NaHCO₃ using both conventional heating and microwave irradiation. Excelent yields of the very pure products were isolated under solvent-free conditions both at classical as well as microwave heating.

Keywords:

• Dimethylacethylenedicarboxylate
• methylhydroxylamine
• neat conditions
• phenylhydroxylamines
• pyrrole

ACKNOWLEDGMENT

The partial financial assistance from the Research Vice Chancellor of Azerbaijan University of Tarbiat Moallem is gratefully acknowledged.

Notes

^a Isolated yields after column chromatography.

^a Isolated yields after column chromatography.