Dipolar cycloaddition reactions of diazoazoles with electron-rich and with strained unsaturated compounds

WL Magee, CB Rao, J Glinka, H Hui…

Index: Magee, W. L.; Rao, C. B.; Glinka, J.; Hui, H.; Amick, T. J.; et al. Journal of Organic Chemistry, 1987 , vol. 52, # 25 p. 5538 - 5548

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Citation Number: 19

Abstract

Regiospecific net 1, 7-cycloaddition reactions of electron-rich or strained olefins and electron-donor acetylenes occur readily (-70 to-10 “C) with diazoazoles having nitrogen in the 2-positions of their azole rings. Diazoazoles such as 5-tert-butyl-3-diazo-3H-pyrazole (20), 3-diazo-5-phenyl-3H-pyrazole (24), 2-diazo-2H-imidazole (28), 4, 5-dicyano-2-diazo- 2H-imidazole (12), 4-diazo-4H-imidazole (63), 4-diazo-5-phenyl-4H-l, 2, 3-triazole(70), 5- ...

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