Issue 29, 2014

One-pot metal-free synthesis of highly substituted pyrroles from 2-acetyl-3-methylene-1,4-dicarbonyl compounds and primary amines via TBHP and activated carbon oxidative aromatization of dihydropyrrole

Abstract

A metal-free one-pot cascade process for the synthesis of 1,2,3,4-tetrasubstituted pyrroles via a tandem enamine, aza-Michael addition and TBHP, activated carbon oxidative aromatization is reported. This strategy features the formation of two C–N bonds in moderate to excellent yields and a broad substrate tolerance.

Graphical abstract: One-pot metal-free synthesis of highly substituted pyrroles from 2-acetyl-3-methylene-1,4-dicarbonyl compounds and primary amines via TBHP and activated carbon oxidative aromatization of dihydropyrrole

Supplementary files

Article information

Article type
Communication
Submitted
19 Dec 2013
Accepted
10 Mar 2014
First published
13 Mar 2014

RSC Adv., 2014,4, 15007-15010

Author version available

One-pot metal-free synthesis of highly substituted pyrroles from 2-acetyl-3-methylene-1,4-dicarbonyl compounds and primary amines via TBHP and activated carbon oxidative aromatization of dihydropyrrole

W. Yang, Y. Zhou, H. Sun, L. Zhang, F. Zhao and H. Liu, RSC Adv., 2014, 4, 15007 DOI: 10.1039/C3RA47782G

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