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通过β-四氢萘酮或β-四氢萘酮肟的分子内氧化环化/芳构化来简便合成稠合多环化合物。

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

机构信息

School of Chemistry and Environmental Engineering, Sichuan University of Science & Engineering, Zigong 643000, China.

出版信息

Org Biomol Chem. 2018 Nov 28;16(46):9003-9010. doi: 10.1039/c8ob02031k.

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.

摘要

我们探索了一种温和高效的 NBS 促进的β-四氢萘酮肟的分子内氧化环化/芳构化反应。在优化条件下,中等至良好收率地得到了含五元环的稠合α-咔啉。此外,在稍加改进的条件下,β-四氢萘酮也能以中等产率成功合成各种苯并[5,6]色烯并[2,3-b]吲哚。我们根据实验结果提出了一个可能的反应途径。

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