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Issue 46, 2018
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Facile synthesis of fused polycyclic compounds via intramolecular oxidative cyclization/aromatization of β-tetralone or β-tetralone oximes

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Abstract

A mild and efficient NBS promoted intramolecular oxidative cyclization/aromatization of β-tetralone oximes has been explored. Under the optimized conditions, fused α-carbolines containing pentacyclic rings were obtained in moderate to good yields. Furthermore, various benzo[5,6]chromeno[2,3-b]indoles were successfully synthesized in moderate yields from β-tetralones using slightly modified conditions. We proposed a possible reaction pathway based on the experimental results.

Graphical abstract: Facile synthesis of fused polycyclic compounds via intramolecular oxidative cyclization/aromatization of β-tetralone or β-tetralone oximes

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Publication details

The article was received on 19 Aug 2018, accepted on 05 Nov 2018 and first published on 06 Nov 2018


Article type: Paper
DOI: 10.1039/C8OB02031K
Citation: Org. Biomol. Chem., 2018,16, 9003-9010

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    Facile synthesis of fused polycyclic compounds via intramolecular oxidative cyclization/aromatization of β-tetralone or β-tetralone oximes

    Y. Jiang, S. Yu, Y. Yang, Y. Liu, X. Xu, X. Zhang and W. Yuan, Org. Biomol. Chem., 2018, 16, 9003
    DOI: 10.1039/C8OB02031K

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