Synthesis of isoxazoline N -oxides via [hydroxy(tosyloxy)iodo]benzene (HTIB)-mediated oxidative N-O coupling

Mustafa J. Raihan, Veerababurao Kavala, Pateliya Mujjamil Habib, Qiao Zhi Guan, Chun Wei Kuo, Ching Fa Yao

Research output: Contribution to journal › Article

30 Citations (Scopus)

Abstract

An HTIB mediated oxidative N-O coupling strategy for the synthesis of some isoxazoline N-oxide derivatives from β-hydroxyketoximes is described, along with a comparative study of the efficiency of N-O coupling in two different solvents. A plausible mechanism for the conversion is proposed.

Original languageEnglish
Pages (from-to)424-434
Number of pages11
JournalJournal of Organic Chemistry
Volume76
Issue number2
DOIs
Publication statusPublished - 2011 Jan 21

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Oxides
Derivatives
(hydroxy(tosyloxy)iodo)benzene

ASJC Scopus subject areas

  • Organic Chemistry

Cite this

Synthesis of isoxazoline N -oxides via [hydroxy(tosyloxy)iodo]benzene (HTIB)-mediated oxidative N-O coupling. / Raihan, Mustafa J.; Kavala, Veerababurao; Habib, Pateliya Mujjamil; Guan, Qiao Zhi; Kuo, Chun Wei; Yao, Ching Fa.

In: Journal of Organic Chemistry, Vol. 76, No. 2, 21.01.2011, p. 424-434.

Research output: Contribution to journal › Article

Raihan, MJ, Kavala, V, Habib, PM, Guan, QZ, Kuo, CW & Yao, CF 2011, 'Synthesis of isoxazoline N -oxides via [hydroxy(tosyloxy)iodo]benzene (HTIB)-mediated oxidative N-O coupling', Journal of Organic Chemistry, vol. 76, no. 2, pp. 424-434. https://doi.org/10.1021/jo1018393
Raihan MJ, Kavala V, Habib PM, Guan QZ, Kuo CW, Yao CF. Synthesis of isoxazoline N -oxides via [hydroxy(tosyloxy)iodo]benzene (HTIB)-mediated oxidative N-O coupling. Journal of Organic Chemistry. 2011 Jan 21;76(2):424-434. https://doi.org/10.1021/jo1018393
Raihan, Mustafa J. ; Kavala, Veerababurao ; Habib, Pateliya Mujjamil ; Guan, Qiao Zhi ; Kuo, Chun Wei ; Yao, Ching Fa. / Synthesis of isoxazoline N -oxides via [hydroxy(tosyloxy)iodo]benzene (HTIB)-mediated oxidative N-O coupling. In: Journal of Organic Chemistry. 2011 ; Vol. 76, No. 2. pp. 424-434.
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