Silver-mediated radical cyclization: construction of Δ2-isoxazolines from α-halo ketoximes and 1,3-dicarbonyl compounds

Yan-Yun Liu; Xu-Heng Yang; Ji Yang; Ren-Jie Song; Jin-Heng Li

doi:10.1039/C4CC02084G

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Silver-mediated radical cyclization: construction of Δ²-isoxazolines from α-halo ketoximes and 1,3-dicarbonyl compounds†

Yan-Yun Liu,^a Xu-Heng Yang,^a Ji Yang,^a Ren-Jie Song^a and Jin-Heng Li*^ab

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* Corresponding authors

^a State Key Laboratory of Chemo/Biosensing and Chemometrics, College of Chemistry and Chemical Engineering, Hunan University, Changsha 410082, China
E-mail: jhli@hnu.edu.cn
Fax: +86731 8871 3642
Tel: +86731 8882 2286

^b State Key Laboratory of Applied Organic Chemistry Lanzhou University, Lanzhou 730000, China

Abstract

A novel route to Δ²-isoxazolines is presented via silver-mediated radical cyclization of α-halo ketoximes with 1,3-dicarbonyl compounds. This method is performed using a radical strategy, and represents a new example of silver-initiated generation of oxime radicals for the formation of the C(sp³)–O bonds.

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Article information

DOI: https://doi.org/10.1039/C4CC02084G
Article type: Communication
Submitted: 20 Mar 2014
Accepted: 01 May 2014
First published: 01 May 2014

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Chem. Commun., 2014,50, 6906-6908

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Silver-mediated radical cyclization: construction of Δ²-isoxazolines from α-halo ketoximes and 1,3-dicarbonyl compounds

Y. Liu, X. Yang, J. Yang, R. Song and J. Li, Chem. Commun., 2014, 50, 6906 DOI: 10.1039/C4CC02084G

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