Journal of the American Chemical Society

The Behavior of Cyclopropyl Ketones in the Schmidt Reaction1

SC Bunce, JB Cloke

Index: Bunce; Cloke Journal of the American Chemical Society, 1954 , vol. 76, p. 2244,2247

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Citation Number: 13

Abstract

The reactions of five cyclopropyl ketones and two 1-phenylcyclopropyl ketones with equivalent amounts of hydrazoic acid have given mixtures of amides. The products resulting from migration of the cyclopropyl group were N-cyclopropylamides; no isomerization to ethylenic or heterocyclic derivatives could be detected. The relative migrations of the groups in the unsymmetrical ketones differ from those predicted from steric considerations; ...