The Journal of Organic Chemistry

The Cycloaddition of Aroyl and Sulfonyl Cyanides with 5, 5-Dimethoxy-1, 2, 3, 4-tetrahalocyclopentadienes

R Pews, E Nyquist, F Corson

Index: Pews,R.G. et al. Journal of Organic Chemistry, 1970 , vol. 35, # 12 p. 4096 - 4100

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Citation Number: 15

Abstract

The cycloaddition of aroyl and sulfonyl cyanides with 5, 5-dimethoxy-1, 2, 3, 4- tetrahalocyclopentadienes is facilitated by electron-withdrawing substituents. The sulfonyl cyanides have been shown to be more reactive than the aroyl cyanides providing further evidence that delocalization of the? r charge density of the cyano group facilitates the cycloaddition reactions. The effect of solvent on the reaction of benzoyl cyanide and 5, 5- ...