Issue 12, 2013
From the journal:

Organic & Biomolecular Chemistry

One-step synthesis of 5,6-diaryl pyridine-2(1H)-thiones from isoflavones†

Juanjuan Wang,a   Zunting Zhang,*a   Wenli Wanga  and  Fangfang Liua  

* Corresponding authors

a Key Laboratory of the Ministry of Education for Medicinal Resources and Natural Pharmaceutical Chemistry, National Engineering Laboratory for Resource Development of Endangered Crude Drugs in Northwest of China, and School of Chemistry and Chemical Engineering, Shaanxi Normal University, Xi'an 710062, P. R. China
E-mail: zhangzt@snnu.edu.cn

Abstract

The one-step cyclocondensation of substituted isoflavones with cyanothioacetamide in the presence of sodium hydroxide gave an array of 3-cyano-5,6-diaryl pyridine-2(1H)-thiones in good yields. The procedure involves base-mediated ring opening of the isoflavones and subsequent Knoevenagel condensation between the 1,3-dicarbonyl intermediate generated from the isoflavones and cyanothioacetamide, followed by ring closure and dehydration.

Graphical abstract: One-step synthesis of 5,6-diaryl pyridine-2(1H)-thiones from isoflavones

About
Cited by
Related
Download options Please wait...

Supplementary files

Article information

DOI
https://doi.org/10.1039/C3OB27247H
Article type
Paper
Submitted
20 Nov 2012
Accepted
18 Jan 2013
First published
22 Jan 2013

Org. Biomol. Chem., 2013,11, 2034-2038

Permissions

Request permissions

One-step synthesis of 5,6-diaryl pyridine-2(1H)-thiones from isoflavones

J. Wang, Z. Zhang, W. Wang and F. Liu, Org. Biomol. Chem., 2013, 11, 2034 DOI: 10.1039/C3OB27247H

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