Issue 69, 2017

Acid-promoted oxidative methylenation of 1,3-dicarbonyl compounds with DMSO: application to the three-component synthesis of Hantzsch-type pyridines

Abstract

A highly convergent one-pot synthesis of Hantzsch-type pyridines has been developed based on a three-component annulation of 1,3-dicarbonyl compounds, DMSO, and ammonium salt. A transition-metal-free oxidative methylenation reaction/Hantzsch pyridine synthesis cascade reaction was involved in this process. This intermolecular annulation reaction proceeds under mild reaction conditions, wherein DMSO serves as solvent, carbon source, and oxidant. A series of polysubstituted pyridines and methylene-bridged bis-1,3-dicarbonyl compounds were prepared in high yields.

Graphical abstract: Acid-promoted oxidative methylenation of 1,3-dicarbonyl compounds with DMSO: application to the three-component synthesis of Hantzsch-type pyridines

Supplementary files

Article information

Article type
Paper
Submitted
06 Jul 2017
Accepted
16 Aug 2017
First published
11 Sep 2017
This article is Open Access
Creative Commons BY-NC license

RSC Adv., 2017,7, 44009-44012

Acid-promoted oxidative methylenation of 1,3-dicarbonyl compounds with DMSO: application to the three-component synthesis of Hantzsch-type pyridines

L. Xue, G. Cheng, R. Zhu and X. Cui, RSC Adv., 2017, 7, 44009 DOI: 10.1039/C7RA07442E

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