A Convenient Way to Quinoxaline Derivatives through the Reaction of 2-(3-Oxoindolin-2-yl)-2-phenylacetonitriles with Benzene-1,2-diamines

Alexander V Aksenov; Nikolai A Arutiunov; Dmitrii A Aksenov; Artem V Samovolov; Igor A Kurenkov; Nicolai A Aksenov; Elena A Aleksandrova; Daria S Momotova; Michael Rubin

doi:10.3390/ijms231911120

A Convenient Way to Quinoxaline Derivatives through the Reaction of 2-(3-Oxoindolin-2-yl)-2-phenylacetonitriles with Benzene-1,2-diamines

Int J Mol Sci. 2022 Sep 22;23(19):11120. doi: 10.3390/ijms231911120.

Authors

Alexander V Aksenov¹, Nikolai A Arutiunov¹, Dmitrii A Aksenov¹, Artem V Samovolov¹, Igor A Kurenkov¹, Nicolai A Aksenov¹, Elena A Aleksandrova¹, Daria S Momotova¹, Michael Rubin^{1

2}

Affiliations

¹ Department of Chemistry, North Caucasus Federal University, 1a Pushkin St., 355017 Stavropol, Russia.
² Department of Chemistry, University of Kansas, 1567 Irving Hill Road, Lawrence, KS 66045, USA.

Abstract

Microwave-assisted reaction between 2-(3-oxoindolin-2-yl)-2-phenylacetonitriles andbenzene-1,2-diamines leads to the high-yielding formation of the corresponding quinoxalines as sole, easily isolaable products. The featured transformation involves unusual extrusion of phenylacetonitrile molecule and could be performed in a short sequence starting from commonly available indoles and nitroolefins.

Keywords: cyclization; microwave synthesis; quinoxalines.

MeSH terms

Acetonitriles
Benzene
Diamines*
Indoles
Molecular Structure
Quinoxalines*

Substances

Acetonitriles
Diamines
Indoles
Quinoxalines
benzyl cyanide
Benzene

Grants and funding

21-73-20051/Russian Science Foundation