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Synthesis of Sugar-Fused Isoxazoline N-Oxides from 2-Nitroglycals

โœ Scribed by Qingju Zhang; Jiansong Sun; Fuyi Zhang; Biao Yu


Publisher
John Wiley and Sons
Year
2010
Tongue
English
Weight
241 KB
Volume
2010
Category
Article
ISSN
1434-193X

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Chemoselective synthesis of quinoline N-
โœ Kentaro Okuma; Jun-ichi Seto; Noriyoshi Nagahora; Kosei Shioji ๐Ÿ“‚ Article ๐Ÿ“… 2010 ๐Ÿ› Journal of Heterocyclic Chemistry ๐ŸŒ English โš– 163 KB

The reaction of 3-(2-nitrophenyl)-3-hydroxypropanones with Zn/NH 4 Cl gave the corresponding quinoline N-oxides in 80-90% yields. The reaction initiated the reduction of nitro group to afford the corresponding hydroxylamine, which intramolecularly condensed and followed by dehydration to give quinol