Issue 12, 2024

Copper-catalyzed oxidative cyclization of 2-(1H-pyrrol-1-yl)aniline and alkylsilyl peroxides: a route to pyrrolo[1,2-a]quinoxalines

Abstract

An efficient method was developed for the one-pot construction of pyrrolo[1,2-a]quinoxalines via a Cu(II)-catalyzed domino reaction between 2-(1H-pyrrol-1-yl)anilines and alkylsilyl peroxides. This reaction proceeds through C–C bond cleavage and new C–C and C–N bond formation. A mechanistic study suggests that alkyl radical species participate in the cascade reaction.

Graphical abstract: Copper-catalyzed oxidative cyclization of 2-(1H-pyrrol-1-yl)aniline and alkylsilyl peroxides: a route to pyrrolo[1,2-a]quinoxalines

Supplementary files

Article information

Article type
Communication
Submitted
28 Nov 2023
Accepted
22 Feb 2024
First published
24 Feb 2024

Org. Biomol. Chem., 2024,22, 2370-2374

Copper-catalyzed oxidative cyclization of 2-(1H-pyrrol-1-yl)aniline and alkylsilyl peroxides: a route to pyrrolo[1,2-a]quinoxalines

Z. An, M. Miao, F. Sun, X. Lan, J. Yu, X. Guo and J. Zhang, Org. Biomol. Chem., 2024, 22, 2370 DOI: 10.1039/D3OB01934A

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