Experimental Evidence for Intramolecular ipso Substitution of Alkyl Groups

FI Zubkov, EV Nikitina, VV Kouznetsov…

Index: Zubkov, Fedor I.; Nikitina, Eugenia V.; Kouznetsov, Vladimir V.; Duarte, Luz Dary Avellaneda European Journal of Organic Chemistry, 2004 , # 24 p. 5064 - 5074

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Citation Number: 12

Abstract

Abstract An acid-mediated intramolecular Friedel− Crafts intramolecular alkene alkylation of the ortho-alkyl group in the N-arylamino moiety of various N-(1-allylcycloalkyl)-N-arylamines resulting in alkyl-substituted 3′, 4′-dihydro-1′ H-spiro [cycloalkane-1, 2′-quinolines] is described. The mechanistic details of this intramolecular Friedel− Crafts alkylation by an alkene moiety can be explained by an intramolecular alkylation with ipso substitution of ...