期刊文献+
任意字段
题名或关键词
题名
关键词
文摘
作者
第一作者
机构
刊名
分类号
参考文献
作者简介
基金资助
栏目信息

5-氨基-5,6,7,8-四氢-2(1H)-喹啉酮的简便合成 被引量：4

Facile Synthesis of 5-Amine-5,6,7,8-tetrahydro-2(1H) quinolinone
下载PDF
导出
摘要 改进了合成5-氨基-5,6,7,8-四氢-2(1H)喹啉酮(5)的方法。以环己二酮为原料,通过亚胺化,Michael反应-环化反应,成肟反应和碱性条件下镍铝合金催化还原共四步反应合成了5,总收率19.6%,其结构经1HNMR,IR和MS确证。 The synthesis method for 5-amine-5,6,7,8-tetrahydro-2 （1H） quinolinone （ 5 ） was improved. 5 in total yield of 19.6% was simply prepared from 1,3-cyclohexadione （1） by a four-step reaction of imination, Michael reaction-intermolecular cyclization and oximation, followed by reduction in the presense of Ni-Al alloy catalyst under alkali condition. The structure was characterized by ^1H NMR, IR and MS.
作者 颜鑫 刘苏友 欧晓明 刘丽君
机构地区 中南大学药物化学系 湖南化工研究院国家农药创制工程技术研究中心
出处 《合成化学》 CAS CSCD 北大核心 2010年第1期94-96,共3页 Chinese Journal of Synthetic Chemistry
基金 国家自然科学基金资助项目(20672147) 国家"十一五"科技支撑计划资助项目(2006BAEA01-4-01) 中南大学青年教师基金资助项目
关键词 喹啉酮 镍铝合金 还原 合成 quinolinone Ni-Al alloy reduction synthesis
分类号 O626.32 [理学—有机化学]
  • 相关文献

参考文献15

  • 1Ip N Y, Ip C F, Hu Y, et al. Preparation of acridine derivatives as cholinesterase inhibitors [ P ]. WO 2 008 091 901,2008.
  • 2Dirk G, Georg D, Henri D, et al. Preparation of as pipefidinobenzamides CGRP receptor antagonist [ P]. WO 2 009 065 919,2009.
  • 3Fink D M, Bores G M, Eflland R C, et al. Synthesis and evaluationof 5-amino-5,6,7,8-tetra-hydroquinolinones as potential agents for the treatment of alzheimer's disease[J]. J Med Chem,1995,38(18) :3645 -3651.
  • 4Martin Y C, Jarboe C H, Krause R A, et al. Potential anti-parkinson drugs designed by receptor mapping [J]. J Med Chem,1973,16(2) :147 - 150.
  • 5Wang S S, Sukenik C N. The reduction of oximes by lithium aluminum hydride in hexarnethylphosphoramide solvent [ J ]. J Org Chem, 1985,50 (25) :5448 - 50.
  • 6Tadanier J, Cole W. Preparation of the epimeric 3- aminoandrost-5-en-17-ones and 6-amino-3α, 5α-cycloandrostan-17-ones. The mechanism of the ammonolysisof steroid Δ^5-3β-toluenesulfonates [ J ]. J Org Chem, 1962,27 (12) :4624 - 4633.
  • 7Feuer H, Braunstein D M. Reduction of oximes,oxime ethers, and oxime esters with diborane. Novel synthesis of amines [J]. J Org Chem, 1969,34 (6) : 1817 - 1821.
  • 8Shepard E R, Noth J F, Porter H D, et al. Papaverine homologs. Ⅲ. The preparation of some 3-methylisoquinolines [ J ]. J Am Chem Soe, 1952, 74 ( 18 ) : 4611 -4615.
  • 9蔡茂军,沈竞康,唐希灿,等.一类四氢喹啉酮哌啶类化合物及其制备方法和用途[P].CN 01 132 147.4,2001.
  • 10Putkonen T, Tolvanen A, Jokela R. Total synthesis of (±)-tangutorine and ehiral HPLC separation of enantiomers [ J ]. Tetrahedron ,2003,59 (43) : 8589 - 8595.

共引文献4

同被引文献25

  • 1王晓琴,吴爱芝,王涛.4-苯基-1-丁醇的合成研究[J].广州化学,2005,30(1):31-34. 被引量：3
  • 2Zhao H, Thurkanf A, Braun J, etal. Design, synthe- sis, and discovery of 3-piperazinyl-3, 4-dihydro-2 (1H) -quinolinone derivatives : A novel series of mixed dopamine D2/D4 receptor antagonists [ J ]. Bioorg Med Chem Lett,2000,10(18) :2119 - 2122.
  • 3Fink D M, BoresiG M, Effland R C, et al. Synthesis and evalution of 5-amino-5,6,7,8-tetra-hydroquinolin- ones as potential agents for the treatment of alzheimer's disease[ J]. J Med Chem,1995,38(18) :3645 - 3651.
  • 4Deno N C. Dieehyl Acetals of a-Formyl Esters [ J ]. J Am Chem Soc, 1947,69 (3) :2233 - 2235.
  • 5Schror K. The pharmacology of cilostazol[ J]. Diabetes Obes Metab,2002,4( Suppl 2) :S14 - 19.
  • 6Koga Y, Kihara Y, Okada M, et al. 2(IH)-quinolin- one derivatives as novel anti-arterlostenotic agents showing anti-thrombotic and anti-hyperplastic activities [J]. Bioorg Med Chem Lett, 1998,8(12):1471 - 1476.
  • 7Venet M G, End D W, Angibaud P R. Farnesyl pro- tein transferase inhibitor ZARNESTRA R115777-histo- ry of a discovery [ J ]. Curt Top Med Chem, 2003,3 (10) :102 - 105.
  • 8Venet M G, Angibaud P R, Muller P, et al. Farnesyl protein transferase inhibiting (imidazol-5-yl) methyl- 2-quionhnone derivatives[ P]. WO 972 170 1,1997.
  • 9叶玉如,叶翠芬,胡月青,等.异二具体及其使用方法[P].CN101657440A,2008.
  • 10Kolb H C,Finn M G, Sharpless K B. Click chemis- try:Diverse chemische funktionalitAt mit einer hand- voll guter reaktionen [ J ]. Angew Chem, 2001,113 : 2056 - 2075.

引证文献4

合成化学
2010年 第1期

相关作者

内容加载中请稍等...

相关机构

内容加载中请稍等...

相关主题

内容加载中请稍等...

浏览历史

内容加载中请稍等...
;
使用帮助 返回顶部