Issue 6, 2024

Visible light-mediated ring opening and cyclization of aryl cyclopropanes: efficient synthesis of pyrrolo[1,2-a]quinoxalin-4(5H)-ones with antineoplastic activity

Abstract

Herein, we report the visible light-mediated synthesis of pyrrolo[1,2-a]quinoxalin-4(5H)-ones from aryl cyclopropanes, quinoxalinones, hydrochloric acid, and nitric acid through ring opening and unexpected cyclization. This operationally simple and catalyst-free methodology opens a green and efficient approach for the synthesis of pyrrolo[1,2-a]quinoxalin-4(5H)-ones possessing good antineoplastic activity using cheap standard laboratory reagents, and the scalability of the developed protocol is further demonstrated by a gram-scale synthesis and in vitro cytotoxicity assay.

Graphical abstract: Visible light-mediated ring opening and cyclization of aryl cyclopropanes: efficient synthesis of pyrrolo[1,2-a]quinoxalin-4(5H)-ones with antineoplastic activity

Supplementary files

Article information

Article type
Research Article
Submitted
21 Dec 2023
Accepted
30 Jan 2024
First published
30 Jan 2024

Org. Chem. Front., 2024,11, 1758-1764

Visible light-mediated ring opening and cyclization of aryl cyclopropanes: efficient synthesis of pyrrolo[1,2-a]quinoxalin-4(5H)-ones with antineoplastic activity

J. Shen, Y. Yang, C. Chen, H. Xu, C. Shen and P. Zhang, Org. Chem. Front., 2024, 11, 1758 DOI: 10.1039/D3QO02100A

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