Regioselective synthesis and biological evaluation of: N -substituted 2-aminoquinazolin-4-ones

Zhen Yuan Liao, Wen Hsiung Yeh, Pen Yuan Liao, Yu Ting Liu, Ying Cheng Chen, Yi Hung Chen, Tsung Han Hsieh, Chia Chi Lin, Ming Hsuan Lu, Yi Song Chen, Ming Chih Hsu, Tsai Kun Li, Tun Cheng Chien

研究成果: 雜誌貢獻文章

3 引文 斯高帕斯(Scopus)

摘要

The reaction of methyl anthranilates with N-arylcyanamides in the presence of p-TsOH in t-BuOH under reflux afforded predominantly 3-arylquinazolin-4-ones. In contrast, the reaction of the same reactants with TMSCl in t-BuOH at 60 °C followed by the Dimroth rearrangement in aqueous ethanolic sodium hydroxide gave exclusively the regioisomers, 2-(N-arylamino)quinazolin-4-ones. The regioselective synthesis of N-aryl-substituted 2-aminoquinazolin-4-ones can be further applied to the synthesis of benzimidazo[2,1-b]quinazolin-12-ones.

原文英語
頁(從 - 到)4482-4494
頁數13
期刊Organic and Biomolecular Chemistry
16
發行號24
DOIs
出版狀態已發佈 - 2018 一月 1

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

指紋 深入研究「Regioselective synthesis and biological evaluation of: N -substituted 2-aminoquinazolin-4-ones」主題。共同形成了獨特的指紋。

  • 引用此

    Liao, Z. Y., Yeh, W. H., Liao, P. Y., Liu, Y. T., Chen, Y. C., Chen, Y. H., Hsieh, T. H., Lin, C. C., Lu, M. H., Chen, Y. S., Hsu, M. C., Li, T. K., & Chien, T. C. (2018). Regioselective synthesis and biological evaluation of: N -substituted 2-aminoquinazolin-4-ones. Organic and Biomolecular Chemistry, 16(24), 4482-4494. https://doi.org/10.1039/c8ob00624e