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新型含1H-吲唑环的α-氨基膦酸酯的合成及表征 被引量:3

Synthesis and Characterization of New α-Aminophosphonates Containing 1H-Indazole Moiety
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摘要 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. 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.
机构地区 郑州大学化学系
出处 《有机化学》 SCIE CAS CSCD 北大核心 2011年第7期1011-1019,共9页 Chinese Journal of Organic Chemistry
关键词 a-氨基膦酸酯 1H-吲唑 合成 a-aminophosphonate 1H-indazole synthesis
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  • 1钟振起,徐潼生,陈小耐,邱玉珠,胡宏纹.吲唑类化合物合成新方法的研究(Ⅰ)[J].高等学校化学学报,1993,14(8):1096-1099. 被引量:1
  • 2何湘琼,唐文明,宋宝安,胡德禹,逄丽丽,桑维钧,杨松,金林红.不饱和烯酸酰基硫脲化合物的合成与抑菌活性测定[J].有机化学,2004,24(10):1284-1287. 被引量:9
  • 3王燕,黄海洪,饶尔昌,张曼云.1H-吲唑-3-羧酸的合成[J].合成化学,2005,13(1):16-21. 被引量:6
  • 4孙凤梅,石德清.2-氧代-2-[(2-氯-5-吡啶甲氨基)(芳基)甲基]-4-芳基-5,5-二甲基-1,3,2-二氧膦杂环己烷的合成及其生物活性研究[J].有机化学,2006,26(10):1398-1402. 被引量:6
  • 5Huang L J, Shih M L, Chen H S, et al. Synthesis of N2 substituted(benzyl)-3-(4-methylphenyl)indazoles as novel anti-angiogenic agents [J]. Bioorg Med Chem, 2006, 14 (2) : 528-536.
  • 6Kalisch B E, Connop B P, Jhamandas K, et al. Differential action of 7-nitro indazole on rat brain nitric oxide synthase [J]. Neurosci Lett, 1996, 219(2) :75-78.
  • 7Raffa D, Maggio B, Cascioferro S, et al. Synthesis and antiproliferative activity of 3-amino-N-phenyl- 1H-indazole - 1-carboxamides [J]. European Journal of Medicinal Chemistry, 2009, 44(1) :165-178.
  • 8Murineddu G, Ruiu S, Mussinu J M, et al. Tricyclic pyrazoles. Part 2: synthesis and biological evaluation of novel 4, 5-dihydro-1H-benzo[g]indazole-based ligands for can-nabinoid receptors[J-. Bioorganic & Medicinal Chemistry, 2005, 13(9) :3309-3320.
  • 9Ruchardt C, Hassaman V. Aromatische diazoniumsalze, X. durchftihrung der jacobsonschen indazolsynthese im eintopfverfahren [ J ]. Liebigs Annalen der Chemie, 1980 (6) : 908-927.
  • 10Hasaninejad A, Zare A, Shekouhy M. Highly efficient synthesis of triazolo[1, 2-a]indazole-triones and novel spiro triazolo[1, 2-a]indazole-tetraones under solvent-free conditions [ J ]. Tetrahedron, 2011, 67 (2) : 390-400.

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