The Journal of Organic Chemistry

Cycloaddition of cyclopropanone acetals to tetracyanoethylene

PG Wiering, H Steinberg

Index: Wiering, P.G.; Steinberg, H. Journal of Organic Chemistry, 1981 , vol. 46, # 8 p. 1663 - 1666

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Citation Number: 11

Abstract

The cyclopropanone acetals la-e and tetracyanoethylene give in a thermal [, 2+, 2] cycloaddition 2, 2, 3, 3-tetracyanocyclopentanone acetals 2a-e. In the case of 2- methylcyclopropanone acetal IC the corresponding 5-methylcyclopentanone acetal 3c is also formed in minor amounts. With respect to the parent compound methyl substituents in the cyclopropane ring (lb-qe) retard the cycloaddition reaction, whereas a phenyl group ( ...