Publication Cover
Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 41, 2011 - Issue 11
753
Views
23
CrossRef citations to date
0
Altmetric
Original Articles

Impact of Substituents on the Isatin Ring on the Reaction Between Isatins with Ortho-Phenylenediamine

, , , , , & show all
Pages 1650-1658 | Received 22 Dec 2009, Published online: 20 Apr 2011
 

Abstract

The reaction of different substituted isatins with ortho-phenylenediamine in acetic acid has been investigated. While electron-donor substituents on isatin shift the reaction toward classical 6H-indolo[2,3-b]quinoxaline ring closure, electron-withdrawing groups enhance the formation of 3-(2′-amino-5′-substituted)-quinoxaline-2(1H)-ones. The structures of all synthesized compounds were assigned by using infrared, mass, 1H NMR, 13C NMR, 13C-1H HSQC, and 13C-1H heteronuclear multiple bond correlation (HMBC) spectroscopic data.

ACKNOWLEDGMENT

This research was supported by a grant from the research council of Tehran University of Medical Sciences.

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.