Synthesis 2013; 45(8): 1045-1050
DOI: 10.1055/s-0032-1318485
paper
© Georg Thieme Verlag Stuttgart · New York

One-Pot Synthesis of Pentasubstituted Pyrroles from Propargylic Alcohols, Amines, and Dialkyl Acetylenedicarboxylates; Tandem Amination, Propargylation and Cycloisomerization Catalyzed by Molecular Iodine[ 1 ]

Nisith Bhunia
Organic Chemistry Division-1, Indian Institute of Chemical Technology, Hyderabad 500 007, India   Fax: +91(40)27193198   Email: biswanathdas@yahoo.com
,
Biswanath Das*
Organic Chemistry Division-1, Indian Institute of Chemical Technology, Hyderabad 500 007, India   Fax: +91(40)27193198   Email: biswanathdas@yahoo.com
› Author Affiliations
Further Information

Publication History

Received: 18 January 2013

Accepted after revision: 25 February 2013

Publication Date:
13 March 2013 (online)


Abstract

A multicomponent one-pot synthesis of fully substituted pyrroles has been developed by the tandem reaction of amines, dialkyl acetylenedicarboxylates, and propargylic alcohols using iodine as a catalyst. The reaction was complete in three hours and afforded the products in high yields (75–88%). The method is simple, efficient, cost-effective, and metal-free.

Supporting Information