Facile “on water” domino reactions for the expedient synthesis of 2H-thiopyrano[2,3-b]quinolines

Sundaravel Vivek Kumar; Shanmugam Muthusubramanian; Subbu Perumal

doi:10.1039/C5RA04795A

You do not have JavaScript enabled. Please enable JavaScript to access the full features of the site or access our non-JavaScript page.

Facile “on water” domino reactions for the expedient synthesis of 2H-thiopyrano[2,3-b]quinolines†

Sundaravel Vivek Kumar,^a Shanmugam Muthusubramanian^a and Subbu Perumal*^a

Author affiliations

* Corresponding authors

^a Department of Organic Chemistry, School of Chemistry, Madurai Kamaraj University, Madurai – 625 021, Tamil Nadu, India
E-mail: subbu.perum@gmail.com
Fax: +91-452-2459845
Tel: +91-452-2459845

Abstract

A facile synthesis of novel 3-nitro-2-aryl-2H-thiopyrano[2,3-b]quinolines from the domino reactions of 2-mercaptoquinoline-3-carbaldehyde and substituted β-nitrostyrenes in the presence of triethylamine (TEA) in water is described. This “on water” protocol proceeds with high atom economy through the creation of one C–S and one C–C bond presumably via a Michael addition-intramolecular aldol-dehydration domino sequence.

Download options Please wait...

Supplementary files

Article information

DOI: https://doi.org/10.1039/C5RA04795A
Article type: Paper
Submitted: 08 Dec 2014
Accepted: 23 Mar 2015
First published: 23 Mar 2015

Download Citation

RSC Adv., 2015,5, 30826-30832

Author version available

Download author version (PDF)

Permissions

Request permissions

Facile “on water” domino reactions for the expedient synthesis of 2H-thiopyrano[2,3-b]quinolines

S. V. Kumar, S. Muthusubramanian and S. Perumal, RSC Adv., 2015, 5, 30826 DOI: 10.1039/C5RA04795A

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.

Social activity

Fetching data from CrossRef.
This may take some time to load.

RSC Advances

Facile “on water” domino reactions for the expedient synthesis of 2H-thiopyrano[2,3-b]quinolines†

Abstract

Supplementary files

Article information

Download Citation

Author version available

Permissions

Facile “on water” domino reactions for the expedient synthesis of 2H-thiopyrano[2,3-b]quinolines

Social activity

Search articles by author

Spotlight

Advertisements