Australian Journal of Chemistry Australian Journal of Chemistry Society
An international journal for chemical science
RESEARCH ARTICLE

InCl3 Catalysed One-Pot Synthesis of Substituted Pyrroles and 2-Pyrones

Sanjit K. Mahato A C , Jayaraman Vinayagam A C , Sumit Dey A B , Ajay K. Timiri A , Sourav Chatterjee A and Parasuraman Jaisankar A D

A Department of Chemistry, CSIR-Indian Institute of Chemical Biology, Kolkata 700 032, India.

B Current address: Department of Chemistry, Colorado State University, Fort Collins, CO 80523, USA.

C These two authors contributed equally to this work.

D Corresponding author. Email: jaisankar@iicb.res.in

Australian Journal of Chemistry 66(2) 241-251 http://dx.doi.org/10.1071/CH12359
Submitted: 31 July 2012  Accepted: 24 October 2012   Published: 4 December 2012

Abstract

An efficient InCl3 catalysed one-pot strategy has been developed for the synthesis of tetra-substituted pyrroles and tri-substituted 2-pyrones in very good yields. Tetra-substituted pyrroles were prepared from 1,4-enediones and β-dicarbonyls employing NH4OAc as a nitrogen source, through a combination of Michael addition and Paal–Knorr methods. Tri-substituted 2-pyrones were synthesised from 1,4-ynediones and appropriate β-dicarbonyls using a sequential Michael addition and 6-exo-trig cyclisation.


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