Issue 0, 1985

11H-isoindolo[2,1 -a]indol-11-ones: novel rearrangement products from the attempted preparation of 2-(2-diethylaminomethylphenyl)isatogens

Abstract

The attempted synthesis of 2-(2-diethylaminomethylphenyl)isatogens, from appropriately substituted phenylacetylenes and aromatic iodo compounds by two different routes gave novel substituted 11H-isoindolo[2,1 -a]indol-11-ones (6ad) as the only identifiable products. Their structures were established from spectroscopic and chemical studies. A mechanism, involving the rearrangement of the expected isatogens to isoindoloindoles, is proposed.

Article information

Article type
Paper

J. Chem. Soc., Perkin Trans. 1, 1985, 1583-1587

11H-isoindolo[2,1 -a]indol-11-ones: novel rearrangement products from the attempted preparation of 2-(2-diethylaminomethylphenyl)isatogens

M. Hooper and S. H. Imam, J. Chem. Soc., Perkin Trans. 1, 1985, 1583 DOI: 10.1039/P19850001583

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