Condensation of furan with nitrile oxides
✍ Scribed by A.Corsico Coda; P. Grünanger; G. Veronesi
- Publisher
- Elsevier Science
- Year
- 1966
- Tongue
- French
- Weight
- 87 KB
- Volume
- 7
- Category
- Article
- ISSN
- 0040-4039
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📜 SIMILAR VOLUMES
The tormation of 1,2,4-oxadiazoles is frequently observed as a side reaction in cycle additions with nitrile oxides generated in situ and follows from a fragmentation induced by Et3N. This latter is oxidized to N,N-diethylvinylamine, which is trapped as a cycloadduct. 4litrile oxides are usually gen
Nitrile oxides are known to be easily reduced to nitriles with zinc and acetic acid') or with stannous chloride and acids 2) ; still more
Intramolecular nitrile oxide cycloaddition to functionalized furans occurs with complete regiochemical control but low diastereoselectivity. The poor reactivity of furan as 2 3Z component in the 1,3-dipolar cycloaddition with nitrile oxide' greatly limited its practical use in this reaction. 2,3 Thi
## Abstract New spiro heterocycles, 1‐oxa‐2,7‐diazaspiro[4.4]non‐2‐ene‐6,8‐diones 3a–c and 8a, c were obtained in the reaction of itaconimides 1a–c with nitrile oxides 2 and 7.
Fkactivity of nitrile oxides (1) towards both dimerization and cycloaddition with dipdarophiles can be inhibited by catalytic amount of tris-(4\_bromophenyl)-aminium hexachloroantimonate and dsequently restored.