The Journal of Organic Chemistry

A facile route to 1, 3, 5, 7-tetraaminoadamantane. Synthesis of 1, 3, 5, 7-tetranitroadamantane

GP Sollott, EE Gilbert

Index: Sollott, Gilbert P.; Gilbert, Everett E. Journal of Organic Chemistry, 1980 , vol. 45, # 26 p. 5405 - 5408

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Citation Number: 72

Abstract

new compound, in 32% yield. Perkins and Pincock5 had previously reported that the amides are formed in high yields by the photolysis of 1-iodo-and 1, 3-diiodoaclamantanes in alkyl nitrile solvents and suggested that the reactions proceed via formation of Ritter-type intermediates. As in the Ritter reaction, the nitrilium ion, formed via interaction of the generated carbenium ion with the nitrile, is converted by water to the amide (eq 1). hv ...

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