Improved Generation Method for Functionalized Nitrile Oxide. -A new convenient method for the generation of a carbamoyl-substituted nitrile oxide from isoxazolone (I), initiated by water under mild conditions, is reported. Cycloadditions with dipolarophiles yield the corresponding isoxazoles and is
Improved generation method for functionalized nitrile oxide
โ Scribed by Nagatoshi Nishiwaki; Toshiharu Uehara; Noriko Asaka; Yasuo Tohda; Masahiro Ariga; Shuji Kanemasa
- Book ID
- 104259444
- Publisher
- Elsevier Science
- Year
- 1998
- Tongue
- French
- Weight
- 103 KB
- Volume
- 39
- Category
- Article
- ISSN
- 0040-4039
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โฆ Synopsis
Gentle generation of nitrile oxide bearing a carbamoyl group was performed. 4-Nitro-3-isoxazolin-5-one was treated with dipolarophiles in the mixed solvent (MeCN / H20) at room temperature to afford cycloadducts in good yields.
๐ SIMILAR VOLUMES
A convenient route has been developed for generation of nitrile oxides in situ from nitroalkanes under very mild conditions using microwave irradiation, using 4-(4,6-dimethoxy[1,3,5]triazin-2-yl)-4-methylmorpholinium chloride (DMTMM) and DMAP as catalyst. Isoxazolines and isoxazoles are obtained in