Issue 17, 2011
From the journal:

Organic & Biomolecular Chemistry

Morita–Baylis–Hillman acetates of acetylenic aldehydes: versatile synthons for substituted pyrrolesvia a metal-free tandem reaction†

Chada Raji Reddy,*a   Motatipally Damoder Reddy,a   Boinapally Srikantha  and  Kothakonda Rajendra Prasada  

* Corresponding authors

a Organic Chemistry Division-I, Indian Institute of Chemical Technology, Hyderabad, India
E-mail: rajireddy@iict.res.in
Fax: +91-40-27160512

Abstract

A mild and metal-free access to 1,2,4-tri or 1,2,4,5-tetrasubstituted pyrroles has been developed by the reaction of Morita–Baylis–Hillman acetates of acetylenic aldehydes with amines and sulfonamides. This new protocol is based on K2CO3-promoted tandem allylic substitution/cycloisomerization reactions.

Graphical abstract: Morita–Baylis–Hillman acetates of acetylenic aldehydes: versatile synthons for substituted pyrrolesvia a metal-free tandem reaction

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Article information

DOI
https://doi.org/10.1039/C1OB05402C
Article type
Paper
Submitted
14 Mar 2011
Accepted
23 May 2011
First published
24 May 2011

Org. Biomol. Chem., 2011,9, 6027-6033

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Morita–Baylis–Hillman acetates of acetylenic aldehydes: versatile synthons for substituted pyrrolesvia a metal-free tandem reaction

C. Raji Reddy, M. Damoder Reddy, B. Srikanth and K. Rajendra Prasad, Org. Biomol. Chem., 2011, 9, 6027 DOI: 10.1039/C1OB05402C

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