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有机化学
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有机化学 ›› 2011, Vol. 31 ›› Issue (07): 1011-1019. 上一篇    下一篇

研究论文

新型含1H-吲唑环的α-氨基膦酸酯的合成及表征

武现丽，魏成事，朱春风，吕志丹，廖新成*   

  1. (郑州大学化学系 郑州 450052)
  • 收稿日期:2010-10-19 修回日期:2011-01-20 发布日期:2011-02-17
  • 通讯作者: 廖新成 E-mail:lucywu_005@163.com

Synthesis and Characterization of New α-Aminophosphonates Containing 1H-Indazole Moiety

WU Xian-Li, WEI Cheng-Shi, ZHU Chun-Feng, LV Zhi-Dan, LIAO Xin-Cheng   

  1. (Department of Chemistry, Zhengzhou University, Zhengzhou 450052)
  • Received:2010-10-19 Revised:2011-01-20 Published:2011-02-17
  • Contact: LIAO Xin-Cheng E-mail:lucywu_005@163.com

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以乙二醇为溶剂, 邻氟苯丙酮与水合肼环化生成3-乙基-1-H-吲唑(1), 进一步经硝化、还原在吲唑环5位引入氨基得到3-乙基-5-氨基1-H-吲唑(3), 化合物3与芳香醛的缩合产物席夫碱4a～4k可与亚磷酸酯5m或5n发生进一步亲核加成制得一系列新型5-氨基-3-乙基-1H-吲唑的α-氨基膦酸酯类衍生物6ma～6mk与6na～6nk, 所得新化合物均经1H NMR, 13C NMR, 31P NMR, IR, MS和HRMS确证结构.

关键词: α-氨基膦酸酯, 1H-吲唑, 合成

A series of novel 1H-indazole derivatives 6ma～6mk and 6na～6nk were synthesized via the nucleophilic addition reaction of phosphate esters 5m or 5n with Schiff bases 4a～4k, which were synthesized from nitration, reduction and condensation of aromatic aldehyde by using the 3-ethyl-1H-indazole (1) as starting material. The structures of new compounds were characterized by 1H NMR, 13C NMR, 31P NMR, IR, MS and HRMS spectra.

Key words: α-aminophosphonate, 1H-indazole, synthesis