Issue 29, 2020

Sulfur-mediated annulation of 1,2-phenylenediamines towards benzofuro- and benzothieno-quinoxalines

Abstract

We report a method for condensation between ortho-phenylenediamines and ortho-hydroxyacetophenones to afford benzofuroquinoxalines. The reactions proceeded in the presence of an elemental sulfur mediator, DABCO base, and DMSO solvent. Functionalities such as nitrile, ester, and halogen groups were compatible. The conditions could be applicable for the synthesis of benzothienoquinoxalines from ortho-chloroacetophenones.

Graphical abstract: Sulfur-mediated annulation of 1,2-phenylenediamines towards benzofuro- and benzothieno-quinoxalines

Supplementary files

Article information

Article type
Paper
Submitted
29 Apr 2020
Accepted
01 Jul 2020
First published
10 Jul 2020

Org. Biomol. Chem., 2020,18, 5652-5659

Sulfur-mediated annulation of 1,2-phenylenediamines towards benzofuro- and benzothieno-quinoxalines

L. T. Tran, T. H. Ho, N. T. A. Phan, T. T. Nguyen and N. T. S. Phan, Org. Biomol. Chem., 2020, 18, 5652 DOI: 10.1039/D0OB00887G

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