Cyanogen azide ring-expansion reaction

JE McMurry, AP Coppolino

Index: McMurry,J.E.; Coppolino,A.P. Journal of Organic Chemistry, 1973 ,  vol. 38,  # 16  p. 2821 - 2827            

Full Text: HTML

Citation Number: 46

Abstract

As can be seen, the reaction works on a variety of ring sizes and gives acceptable yields, although, since these examples are low molecular weight hydrocarbons, the volatility of the starting olefin causes some losses. It is particularly useful that methylenecyclododecane--t cyclotridecanone works well in this reaction since ring expansion of these large ring ketones is ineffective by the usual diazomethane procedureP Unsymmetrical Cases.-In order for ...