Issue 11, 2023

Halogen cation-promoted and solvent-regulated electrophilic cyclization for the regioselective synthesis of 3-haloquinolines and 3-halospirocyclohexadienones

Abstract

A novel approach for the production of halogen cations through the reaction of halogens with silver ions is described in this paper. On this basis, the regioselective synthesis of 3-haloquinolines and 3-halospirocyclohexadienones is realized through solvent regulation. The gram-scale reaction and the compatibility of complex substrates demonstrate the synthetic potential of this protocol, which will be an appealing strategy in organic synthesis.

Graphical abstract: Halogen cation-promoted and solvent-regulated electrophilic cyclization for the regioselective synthesis of 3-haloquinolines and 3-halospirocyclohexadienones

Supplementary files

Article information

Article type
Paper
Submitted
03 Feb 2023
Accepted
27 Feb 2023
First published
27 Feb 2023

Org. Biomol. Chem., 2023,21, 2440-2446

Halogen cation-promoted and solvent-regulated electrophilic cyclization for the regioselective synthesis of 3-haloquinolines and 3-halospirocyclohexadienones

J. Li, C. Liu, Z. Zhao, X. Wang, D. Chen, K. Yue, S. Chen, M. Jin and Y. Shan, Org. Biomol. Chem., 2023, 21, 2440 DOI: 10.1039/D3OB00168G

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