Tetrahedron

Ruthenium-catalyzed oxidative coupling and cyclization between 2-aminobenzyl alcohol and secondary alcohols leading to quinolines

CS Cho, BT Kim, HJ Choi, TJ Kim, SC Shim

Index: Cho, Chan Sik; Kim, Bok Tae; Choi, Heung-Jin; Kim, Tae-Jeong; Shim, Sang Chul Tetrahedron, 2003 , vol. 59, # 40 p. 7997 - 8002

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Citation Number: 127

Abstract

2-Aminobenzyl alcohol is oxidatively coupled and cyclized with secondary alcohols in dioxane at 80° C in the presence of a catalytic amount of RuCl2 (PPh3) 3 and KOH along with 1-dodecene as a sacrificial hydrogen acceptor to give the corresponding quinolines in good yields. The cyclization is applicable to a wide range of alkyl (aryl) and alkyl (alkyl) carbinols. The catalytic pathway seems to be proceeded via a sequence involving initial ...

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