Tetrahedron
Tetrahedron
5 years ago

The reactions of 1,1-diarylallenes with N-acyliminium cations generated from hydroxylactams

The reactions of 1,1-diarylallenes with N-acyliminium cations generated from hydroxylactams
The first example of the reactions of 1,1-diarylallenes with N-acyliminium cations is described. 2-Aryl-3-(3-aryl-1H-inden-2-yl)isoindolin-1-ones and 6-methylene-5,5-diaryl-6,6a-dihydroisoindolo[2,1-a]quinolin-11(5H)-ones were prepared by BF3·OEt2-mediated reactions of 1,1-diarylallenes with the N-acyliminium cations generated from 2-aryl-3-hydroxyisoindolin-1-ones. 2-Aryl-3-(3-aryl-1H-inden-2-yl)isoindolin-1-ones underwent an intramolecular cyclization on treatment with methanesulfonic acid with the formation of compounds exhibiting the indeno[2,1-c]isoindolo[2,1-a]quinoline skeleton.

Publisher URL: www.sciencedirect.com/science

DOI: S0040402017305720

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