Tetrahedron

Mechanisms of cyclisation of indolo oxime ethers I. Formation of ethyl 9, 11-dimethoxy indolo [2, 3-c] quinoline-6-carboxylates

KA Clayton, DSC Black, JB Harper

Index: Clayton, Kylie A.; Black, David StC.; Harper, Jason B. Tetrahedron, 2007 , vol. 63, # 43 p. 10615 - 10621

Full Text: HTML

Citation Number: 10

Abstract

The cyclisation of a series of ethyl 3′-aryl-4′, 6′-dimethoxyindol-2′-yl-2-(hydroxyimino) acetates was investigated using 1H NMR spectroscopy to determine the mechanism of formation of the corresponding ethyl 9, 11-dimethoxy indolo [2, 3-c] quinoline-6- carboxylates. The electronic requirements of the reaction were determined and, along with the observation of an intermediate in the process, indicated that the reaction proceeds ...