Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 78, Issue 17, Pages 8872-8879Publisher
AMER CHEMICAL SOC
DOI: 10.1021/jo401283x
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- National Science Council of the Republic of China [NSC-100-2113-M-003-008-MY3]
- National Taiwan Normal University [99T3030-2, 99-D, 100-D-006]
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A protocol for the N-bromosuccinimide (NBS)- and trichloroisocyanuric acid (TCCA)-mediated synthesis of novel 2-halomethylene-3-oxoketoximes via one-pot halogenation/oxidation of isoxazoline N-oxide derivatives is described here. The keto functionality of 3-ketoximes was selectively reduced by lithiumaluminum hydride to synthesize an unprecedented type of Baylis-Hillman oxime, which underwent N-O coupling to produce new isoxazoline N-oxide derivative.
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