Issue 15, 2013

Three-component domino reactions providing rapid and efficient routes to fully substituted pyrroles

Abstract

New indolation and thiolation-based three-component domino reactions, promoted by Brønsted acid, have been described, and 49 examples of polyfunctionalized fully substituted pyrroles were synthesized in good to excellent yields. The reactions were further expanded to prepare multi-functionalized 4,5-dihydro-1H-pyrroles with high stereoselectivity when an aromatic amine was used as a monodonor component. The reaction is easy to perform by simply mixing three common reactants in acetic acid under microwave heating. The reaction proceeds with a fast rate and can be finished within 26 min, the workup is also convenient.

Graphical abstract: Three-component domino reactions providing rapid and efficient routes to fully substituted pyrroles

Supplementary files

Article information

Article type
Paper
Submitted
15 Dec 2012
Accepted
01 Feb 2013
First published
07 Feb 2013

RSC Adv., 2013,3, 5056-5068

Three-component domino reactions providing rapid and efficient routes to fully substituted pyrroles

J. Liu, Q. Li, B. Jiang and S. Tu, RSC Adv., 2013, 3, 5056 DOI: 10.1039/C3RA40252E

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