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Synthesis 2011(21): 3471-3474  
DOI: 10.1055/s-0030-1260228
PAPER
© Georg Thieme Verlag Stuttgart ˙ New York

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;
Further Information

Publication History

Received 14 July 2011
Publication Date:
13 September 2011 (online)

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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

1

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

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1

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