A Simple and Efficient Metal-Free
Synthesis of Tetrasubstituted Pyrroles by Iodine-Catalyzed Four-Component
Coupling Reaction of Aldehydes, Amines, Dialkyl Acetylenedicarboxylates,
and Nitromethane

Biswanath Das; Nisith Bhunia; Maram Lingaiah

doi:10.1055/s-0030-1260228

PAPER

A Simple and Efficient Metal-Free Synthesis of Tetrasubstituted Pyrroles by Iodine-Catalyzed Four-Component Coupling Reaction of Aldehydes, Amines, Dialkyl Acetylenedicarboxylates, and Nitromethane [¹]

Biswanath Das*, Nisith Bhunia, Maram Lingaiah
Organic Chemistry Division 1, Indian Institute of Chemical Technology, Hyderabad 500 007, India
Fax: +91(40)27193198; e-Mail: biswanathdas@yahoo.com;

Abstract

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Abstract

The four-component coupling reaction of aldehydes, amines, dialkyl acetylenedicarboxylates, and nitromethane in the presence of molecular iodine as a catalyst furnished the corresponding 1,2,3,4-tetrasubstituted pyrroles under reflux. The products are formed in high yields (65-88%) within 8 hours. The method is simple, efficient, cost-effective, and metal-free.

Key words

1,2,3,4-tetrasubstituted pyrroles - four-component coupling reaction - iodine - metal-free synthesis

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References

Part 230 in the series ‘Studies on Novel Synthetic Methodologies’.

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