Nonbenzenoid aromatic systems. VII. Reactions of azulenes with ethylene oxide or trimethylene oxide and Lewis acids

RN McDonald, HE Petty

Index: McDonald,R.N.; Petty,H.E. Journal of Organic Chemistry, 1972 , vol. 37, p. 2957 - 2959

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Citation Number: 3

Abstract

Presently, only one literature method is available for the introduction of the 2-hydroxyethyl side chain into the 1 position of azulene (la). 2 Since this procedure is rather lengthy (N, N- dimethylamino methylation, quaternization, cyanide displacement, hydrolysis, and reduction), our interest in the solvolytic behavior of 2-(1-azuly1) ethyl tosylate and ring- substituted derivativesa prompt, ed us to examine a more direct route for introducing this ...