Issue 78, 2023

Synthesis of spiropyrans and arylquinones via Ru(ii)-catalyzed condition-controlled coupling of 3-aryl-2H-benzoxazinones with benzoquinones

Abstract

Ru(II)-catalyzed condition-controlled divergent coupling between 3-aryl-2H-benzoxazin-2-ones and benzoquinones has been realized under operationally simple conditions, affording a series of structurally stable spiropyrans and valuable arylquinones. The potential of this method is also demonstrated by scale-up synthesis and derivatization. Additionally, an unprecedented cycloruthenated complex has been identified as a key intermediate.

Graphical abstract: Synthesis of spiropyrans and arylquinones via Ru(ii)-catalyzed condition-controlled coupling of 3-aryl-2H-benzoxazinones with benzoquinones

Supplementary files

Article information

Article type
Communication
Submitted
14 Jul 2023
Accepted
31 Aug 2023
First published
31 Aug 2023

Chem. Commun., 2023,59, 11704-11707

Synthesis of spiropyrans and arylquinones via Ru(II)-catalyzed condition-controlled coupling of 3-aryl-2H-benzoxazinones with benzoquinones

M. Zhang, Y. He, S. Li, Y. Geng, X. Liu and X. Yang, Chem. Commun., 2023, 59, 11704 DOI: 10.1039/D3CC03395C

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