Journal of the American Chemical Society

Amine Oxides. VII. The Thermal Decomposition of the N-Oxides of N-Methylazacycloalkanes1, 2

AC Cope, NA LeBel

Index: Cope,A.C.; LeBel,N.A. Journal of the American Chemical Society, 1960 , vol. 82, p. 4656 - 4662

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Citation Number: 77

Abstract

Ring cleavage of the N-oxides of S-methylazacycloalkanes by a thermal elimination reaction does not occur when the ring is sixmembered and becomes progressively easier as the ring size is increased from seven to eight atoms. X-Methylpiperidine oxide gave IIO product from a cis@-elimination reaction, while pyrolysis of the homologous N- methylhexamethyleneimine and N-methylheptamethyle~ ieimine oxides led to the ...