The Journal of Organic Chemistry

Acetylenic Amines. XI. Cyclizations of 3-Substituted N-(β-Hydroxyethyl)-1, 1-dialkyl-2-propynylamines

RD Dillard, NR Easton

Index: Dillard,R.D.; Easton,N.R. Journal of Organic Chemistry, 1966 , vol. 31, p. 122 - 127

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Citation Number: 11

Abstract

3-Alkyl-N-(~-hydroxyethyltl, 1-dialkyl-2-propynylamines (VII), when treated with potassium hydroxide in an inert solvent, cyclized to 2, 3, 4, 5-tetrahydro-l, 4oxazepines (VIII). Hydrogenation of VI11 gave the hexahydro-1, 4oxazepines (XII). When the 3-substituent was chloro, phenyl, or methylthio, VI1 cyclized to a Zmethylene morpholine XIII. The 3- pyrrolidinomethyl derivative VIIf gave a corresponding%(Z-pyrrolidinoethylidene)- ...