New conditions for the generation of nitrile oxides from primary nitroalkanes
โ Scribed by Nathalie Maugein; Alain Wagner; Charles Mioskowski
- Publisher
- Elsevier Science
- Year
- 1997
- Tongue
- French
- Weight
- 214 KB
- Volume
- 38
- Category
- Article
- ISSN
- 0040-4039
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โฆ Synopsis
Original dehydrating reagents for the efficient formation of nitrile oxides from primary nitro compounds are reported. Burgess salt, DAST, acetic anhydride and oxalyl chloride were shown to be useful reagents to perform this transformation.
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
In order to establish a mild conversion method of primary amides to nitriles, various types of carboxc~nides were treated under Sw ern oxidation conditions, ( COCI)2-DMSO and Et3N, as a dehydrating agent to obtain desired nitriles in 75-96% yields.