4.7 Article

Synthesis of Isoxazoline N-Oxides via [Hydroxy(tosyloxy)iodo]benzene (HTIB)-Mediated Oxidative N-O Coupling

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 76, Issue 2, Pages 424-434

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/jo1018393

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Funding

  1. National Science Council of the Republic of China
  2. National Taiwan Normal University [99T3030-2, 99-D]
  3. MOFA

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An HTIB mediated oxidative N-O coupling strategy for the synthesis of some isoxazoline N-oxide derivatives from beta-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.

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