Open-chain nitrogen compounds. Part VIII. 1-(2'-Acetylphenyl)-3-alkyltriazenes with reactive substituents in the alkyl group: synthons for five-and six-membered …

K Vaughan, RJ LaFrance, Y Tang…

Index: Vaughan, Keith; LaFrance, Ronald J.; Tang, York; Hooper, Donald L. Canadian Journal of Chemistry, 1985 , vol. 63, p. 2455 - 2461

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Citation Number: 13

Abstract

The synthesis of a series of 1-(2'-acetylphenyl)-3-alkyltriazenes, with electron-withdrawing α- substituents in the alkyl moiety, is described. The structure of the products from the reaction of 2-acetylbenzenediazonium ion (1) with methylamine has been reinvestigated using high field (360 MHz) nmr spectroscopy. The 2-acetylphenyltriazenes undergo cyclization to five- or six-membered heterocycles, depending on the substituent present in the alkyl group. ...