Tetrahedron

Ruthenium-catalyzed synthesis of quinolines from anilines and allylammonium chlorides in an aqueous medium via amine exchange reaction

CS Cho, JS Kim, BH Oh, TJ Kim, SC Shim, NS Yoon

Index: Cho, Chan Sik; Kim, Joon Seok; Oh, Byoung Ho; Kim, Tae-Jeong; Shim, Sang Chul; Yoon, Nam Sik Tetrahedron, 2000 , vol. 56, # 39 p. 7747 - 7750

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Citation Number: 84

Abstract

Anilines react with allylammonium chlorides in an aqueous medium (H2O–dioxane) in the presence of a catalytic amount of RuCl2 (PPh3) 3 together with SnCl2· 2H2O to give the corresponding quinolines in moderate to good yields. The existence of SnCl2· 2H2O is necessary for the effective formation of quinolines, and a reaction pathway involving amine exchange reaction between anilines and allylammonium chlorides to form an imine is ...