1962
DOI: 10.1002/anie.196202672
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Synthesis of 1,3,4‐Oxadiazolidines by 1,3‐Dipolar Addition of Azomethine Imines to Carbonyl Compounds

Abstract: RWith longer-chain carbonamides, partial isomerization occurs. For example, crotonamide yields 68 % a-methylsuccinimide and 19 % glutarimide. Alicyclic unsaturated carbonamides form bicyclic imides. 0 II Cyclohexenecarbonamide forms hexahydrophthalimide in 91 % yield.

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Cited by 6 publications
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“…51 Generally, isoxazolium salts (119) on reduction with sodium borohydride in aqueous acetonitrile give 4isoxazolines (120), their borane complexes, 3-isoxazolines (121), isoxazolidines (122), and minor amounts of 3-hydroxypropylamines (123). In some cases, however, particularly if the substituent group at C-3 is aryl and the reaction is carried out in ethanol rather than acetonitrile, the major products are…”
Section: Pyrazines and Quinoxalinesmentioning
confidence: 99%
“…51 Generally, isoxazolium salts (119) on reduction with sodium borohydride in aqueous acetonitrile give 4isoxazolines (120), their borane complexes, 3-isoxazolines (121), isoxazolidines (122), and minor amounts of 3-hydroxypropylamines (123). In some cases, however, particularly if the substituent group at C-3 is aryl and the reaction is carried out in ethanol rather than acetonitrile, the major products are…”
Section: Pyrazines and Quinoxalinesmentioning
confidence: 99%