Publication Cover
Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 49, 2019 - Issue 24
193
Views
5
CrossRef citations to date
0
Altmetric
Synthetic Communications Reviews

Convenient synthesis of linear 2H,6H-pyrano[3,2-g] chromenes from natural occurring compound; visnagin

, &
Pages 3419-3425 | Received 02 Sep 2019, Published online: 06 Oct 2019
 

Abstract

A simple and convenient rout for the synthesis of linear 2-imino-2H,6H-pyrano[3,2-g] chromen-6-ones and 2H,6H-pyrano[3,2-g]chromene-2,6-diones has been described starting from natural occurring furochromone; visnagin (1). Ring opening of 1 yielded 6-formyl-7-hydroxy-5-methoxy-2-methylchromone (2), which underwent reaction with different acetonitrile derivatives furnished 2-imino-2H,6H-pyrano[3,2-g] chromen-6-ones (5a–h). Acid hydrolysis of 5a–h led to the formation of 2H,6H-pyrano[3,2-g]chromene-2,6-diones (6a–h). Structures of the synthesized compounds were clarified based on their elemental analyses and spectral data. The entire target compounds were selected for in vitro anticancer activity against 60 human cancer cell lines at a single dose (10−5 M) by the National Cancer Institute (NCI, Bethesda, USA).

GRAPHICAL ABSTRACT

Correction Statement

This article has been republished with minor changes. These changes do not impact the academic content of the article.

Disclosure statement

No potential conflict of interest was reported by the authors.

Additional information

Funding

This work was supported by grant from the French Embassy in Egypt (Institut Français d’Egypte) and Université de Lorraine, Laboratoire Lorrain de Chimie Moléculaire (L.2.C.M.), Metz, France.

Reprints and Corporate Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

To request a reprint or corporate permissions for this article, please click on the relevant link below:

Academic Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

Obtain permissions instantly via Rightslink by clicking on the button below:

If you are unable to obtain permissions via Rightslink, please complete and submit this Permissions form. For more information, please visit our Permissions help page.