Synthesis and structure of 2-aryl-2, 4-dimethyl-1, 2, 3, 4-tetrahydroquinolines and 1, 3-disubstituted indenes

…, LI Kryvenko, ND Sergeeva, AT Soldatenkov…

Index: Zvolinskii; Kryvenko; Sergeeva; Soldatenkov; Prostakov Chemistry of Heterocyclic Compounds, 1997 , vol. 33, # 1 p. 86 - 90

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Citation Number: 3

Abstract

A method of synthesizing 2-alkyl(aryl)-4-methyl-1,2,3,4-tetrahydroquinolines was developed in our laboratory starting from aldimines obtained by the condensation of aniline (or substituted anilines) with aldehydes. On reacting these Schiff's bases with allylmagnesium bromide N-[l-alkyl(aryl)-3-butenyl]anilines are formed which are converted under conditions of intramolecular cyclization into tetrahydroquinolines [1-3]. Similar conversions of ketimines obtained from ...