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 › peer-review

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

Keywords

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

ASJC Scopus subject areas

Catalysis
Organic Chemistry

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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 › peer-review

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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.",

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AU - Raihan, Mustafa J.

AU - Kavala, Veerababurao

AU - Guan, Qiao Zhi

AU - Kuo, Chun Wei

AU - Kataria, Sunil

AU - Shishodia, Shifali

AU - Janreddy, Donala

AU - Habib, Pateliya Mujjamil

AU - Yao, Ching Fa

PY - 2012/8/13

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KW - N-bromosuccinimide (NBS)

KW - isoxazoline N-oxides

KW - nitric oxide

KW - ring cleavage

KW - trichloroisocyanuric acid (TCCA)

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SN - 1615-4150

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

Abstract

Keywords

ASJC Scopus subject areas

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