Chin. J. Org. Chem. ›› 2010, Vol. 30 ›› Issue (02): 238-243. Previous Articles     Next Articles

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N-[2-(1H-吲哚-3)乙基]-2-乙酰噻唑-4-甲酰胺及其类似物的合成

李多,杨海申,谢龙观,徐效华*   

  1. (南开大学元素有机化学研究所元素有机化学国家重点实验室 天津 300071)
  • 收稿日期:2009-05-25 修回日期:2009-08-20 发布日期:2010-02-20
  • 通讯作者: 李多 E-mail:liduowjq@gmail.com
  • 基金资助:

    国家级.国家自然科学基金

Synthesis of N-[2-(1H-Indol-3-yl)ethyl]-2-acetylthiazole- 4-caboxamide and Its Analogues

Li Duo Yang Haishen Xie Longguan Xu Xiaohua*   

  1. (State Key Laboratory of Elemento-organic Chemistry, Institute of Elemento-organic Chemistry, Nankai University, Tianjin 300071)
  • Received:2009-05-25 Revised:2009-08-20 Published:2010-02-20
  • Contact: Li Duo E-mail:liduowjq@gmail.com

The synthesis of N-(2-(1H-indol-3-yl)ethyl)-2-acetylthiazole-4-carboxamide (1), which is a new algaecide from the marine bacterium, was achieved effectively from D-alanine. Its analogues 2, 3 and 4 were firstly synthesized using the similar approach. The key step was a coupling reaction via the mixed anhydride. All structures were confirmed by 1H NMR and 13C NMR spectra. The final compounds were confirmed by 1H NMR, 13C NMR and HRMS techniques, and the results are consistent with the reported natural prod-ucts.

Key words: natural product, natural algaecide, alanine, thiazole, mixed anhydride, tryptamide