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

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]indole...

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Veröffentlicht in:Organic & biomolecular chemistry 2018-11, Vol.16 (46), p.9003-9010
Hauptverfasser: Jiang, Yan, Yu, Shuo-Wen, Yang, Yi, Liu, Ying-Le, Xu, Xiao-Ying, Zhang, Xiao-Mei, Yuan, Wei-Cheng
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Sprache:eng
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Zusammenfassung: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.
ISSN:1477-0520
1477-0539
DOI:10.1039/c8ob02031k