A GENERAL PRINCIPLE FOR THE SYNTHESIS OF HETEROCYCLIC AND HOMOCYCLIC COMPOUNDS1

BF Hrutford, JF Bunnett

Index: Hrutford; Bunnett Journal of the American Chemical Society, 1958 , vol. 80, p. 2021

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Citation Number: 41

Abstract

Four alkyl azides and phenyl azide have been investigated. The best yield (85%) of benzaldehyde is obtained using cyclohexyl azide2 and good yields (70-80%) are obtained using n-butyl, 2 n-hexyl2 or n-octy13 azides. Phenyl azide4 is unsuccessful in transforming acetophenone into benzaldehyde. Benzaldehyde, bp 35'(2 mm.), nZ3D 1.5423, was further identified by a mixture mp determination (156") of its phenylhydrazone derivative with a ...