Issue 50, 2014

Oxidant- and metal-free synthesis of 4(3H)-quinazolinones from 2-amino-N-methoxybenzamides and aldehydes via acid-promoted cyclocondensation and elimination

Abstract

A series of biologically important 4(3H)-quinazolinones were readily synthesized in good to excellent yields from 2-amino-N-methoxybenzamides and aldehydes via a cascade reaction consisting of AcOH-promoted cyclocondensation and elimination. The current method sets itself apart from the conventional approach utilizing anthranilamide derivatives and aldehydes as building blocks, by its unique features, other than the high yields and one-pot procedure, including the absence of an oxidant, the elimination of a heavy-metal catalyst, and the formation of a non-toxic ester byproduct.

Graphical abstract: Oxidant- and metal-free synthesis of 4(3H)-quinazolinones from 2-amino-N-methoxybenzamides and aldehydes via acid-promoted cyclocondensation and elimination

Supplementary files

Article information

Article type
Communication
Submitted
14 Apr 2014
Accepted
30 May 2014
First published
04 Jun 2014

RSC Adv., 2014,4, 26434-26438

Author version available

Oxidant- and metal-free synthesis of 4(3H)-quinazolinones from 2-amino-N-methoxybenzamides and aldehydes via acid-promoted cyclocondensation and elimination

R. Cheng, L. Tang, T. Guo, D. Zhang-Negrerie, Y. Du and K. Zhao, RSC Adv., 2014, 4, 26434 DOI: 10.1039/C4RA04331F

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