- 1,3-Cycloaddition of Substituted Bezonitrile Oxides to Aliphatic Nitriles. The Kinetic Effect of Substituents
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A previous study of the reaction of aromatic nitrile oxides with simple aliphatic nitriles, with the formation of 3,5-disubstituted 1,2,4-oxadiazoles, has been extended to a larger number of nitrile oxides.Sixteen new oxadiazole derivatives have been prepared and characterized.Cycloadition rates have been measured in the temperature range from 50 to 80 degC.When considering the effect of substituents on the aromatic ring, roughly V-shaped Hammett plot have been obtained, as already observed for other concerted 1,3-cycloadditions.
- Beltrame, Paolo,Gelli, Gioanna,Loi, Aldo
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p. 1609 - 1612
(2007/10/02)
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