Abstract
IN prosecuting our researches on the chemistry of nitrile oxides R—C ≡ N→O, a class of compounds closely related to aliphatic diazo-compounds R—CH : N2 and diazo-imides R—N31, we have found that benzonitrile oxide (I) in ethereal solution reacts easily, at ordinary temperature or on slight heating, with the double bonds of ethylenic derivatives, to give Δ2-isoxazolines (II): exactly in the same way that aliphatic diazo-compounds and diazo-imides combine with ethylenic derivatives yielding respectively pyrazolines and dihydro-triazoles.
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References
Quilico, A., and Speroni, G., Gazz. Chim. It., 76, 148 (1946). Stagno d'Alcontres, A. Q., and Stagno d'Alcontres, G., ibid., 80, 140 (1950).
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QUILICO, A., STAGNO D'ALCONTRES, G. & GRÜNANGER, P. A New Reaction of Ethylenic Double Bonds. Nature 166, 226–227 (1950). https://doi.org/10.1038/166226a0
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DOI: https://doi.org/10.1038/166226a0
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