Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
5224859 | Tetrahedron | 2008 | 7 Pages |
Abstract
The cyclisation of a series of ethyl 3â²-phenyl-4â²,6â²-dimethoxyindol-7â²-yl-2-(hydroxyimino)acetates was investigated using 1H NMR spectroscopy to determine the mechanism of formation of the corresponding ethyl 6,8-dimethoxypyrazolo[4,5,1-hi]indole-5-carboxylates. The electronic requirements of the reaction were determined and used, along with the effect of removing the ester functionality, to determine that the reaction proceeds through a concerted intramolecular substitution.
Graphical abstractDownload full-size image
Keywords
Related Topics
Physical Sciences and Engineering
Chemistry
Organic Chemistry
Authors
Kylie A. Clayton, David StC. Black, Jason B. Harper,