Issue 8, 2014

Imidazole as organocatalyst for multicomponent reactions: diversity oriented synthesis of functionalized hetero- and carbocycles using in situ-generated benzylidenemalononitrile derivatives

Abstract

The multicomponent reaction of malononitrile, aldehyde and a third reaction partner such as naphthol/4-hydroxycoumarine/2-hydroxynaphthoquinone/kojic acid/enolizable ketone or thiol in the presence of imidazole as an organocatalyst provides very interesting molecular diversity. In an almost neutral reaction medium, this protocol provides easy access to highly functionalized 2-amino-4H-chromenes, dienes and 2-amino pyridines using in situ-generated aryl/alkylylidenemalononitrile derivatives obtained from the reaction of aldehydes and malononitrile along with various nucleophiles under reflux conditions in ethanol. This methodology is useful for the easy access of a wide range of structurally diverse functionalized molecules having potential application in biological systems.

Graphical abstract: Imidazole as organocatalyst for multicomponent reactions: diversity oriented synthesis of functionalized hetero- and carbocycles using in situ-generated benzylidenemalononitrile derivatives

Supplementary files

Article information

Article type
Paper
Submitted
20 ሴፕቴ 2013
Accepted
23 ኦክቶ 2013
First published
24 ኦክቶ 2013

RSC Adv., 2014,4, 3732-3741

Imidazole as organocatalyst for multicomponent reactions: diversity oriented synthesis of functionalized hetero- and carbocycles using in situ-generated benzylidenemalononitrile derivatives

Md. N. Khan, S. Pal, S. Karamthulla and L. H. Choudhury, RSC Adv., 2014, 4, 3732 DOI: 10.1039/C3RA45252B

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements