The halonium ion-mediated C-C bond cleavage of cyclohexene-fused isoxazoline N-oxides

Mustafa J. Raihan; Veerababurao Kavala; Qiao Zhi Guan; Chun Wei Kuo; Sunil Kataria; Shifali Shishodia; Donala Janreddy; Pateliya Mujjamil Habib; Ching Fa Yao

doi:10.1002/adsc.201200217

The halonium ion-mediated C-C bond cleavage of cyclohexene-fused isoxazoline N-oxides

Mustafa J. Raihan, Veerababurao Kavala, Qiao Zhi Guan, Chun Wei Kuo, Sunil Kataria, Shifali Shishodia, Donala Janreddy, Pateliya Mujjamil Habib, Ching Fa Yao

Department of Chemistry

Research output: Contribution to journal › Article

8 Citations (Scopus)

Abstract

A protocol for the N-bromosuccinimide (NBS)- and trichloroisocyanuric acid (TCCA)-mediated cleavage of the C-C bond of isoxazoline N-oxides, fused with a cyclohexene ring, leading to the production of a long-chain diketo-halo-nitrile skeleton is described. The conversion occurs via the formation of a nitric oxide intermediate.

Original language	English
Pages (from-to)	2251-2263
Number of pages	13
Journal	Advanced Synthesis and Catalysis
Volume	354
Issue number	11-12
DOIs	https://doi.org/10.1002/adsc.201200217
Publication status	Published - 2012 Aug 13

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Keywords

N-bromosuccinimide (NBS)
isoxazoline N-oxides
nitric oxide
ring cleavage
trichloroisocyanuric acid (TCCA)

ASJC Scopus subject areas

Catalysis
Organic Chemistry

Cite this

Raihan, M. J., Kavala, V., Guan, Q. Z., Kuo, C. W., Kataria, S., Shishodia, S., Janreddy, D., Habib, P. M., & Yao, C. F. (2012). The halonium ion-mediated C-C bond cleavage of cyclohexene-fused isoxazoline N-oxides. Advanced Synthesis and Catalysis, 354(11-12), 2251-2263. https://doi.org/10.1002/adsc.201200217

The halonium ion-mediated C-C bond cleavage of cyclohexene-fused isoxazoline N-oxides. / Raihan, Mustafa J.; Kavala, Veerababurao; Guan, Qiao Zhi; Kuo, Chun Wei; Kataria, Sunil; Shishodia, Shifali; Janreddy, Donala; Habib, Pateliya Mujjamil; Yao, Ching Fa.

In: Advanced Synthesis and Catalysis, Vol. 354, No. 11-12, 13.08.2012, p. 2251-2263.

Research output: Contribution to journal › Article

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10.1002/adsc.201200217