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水相催化Hantzsch反应 被引量:1

Catalytic Hantzsch Reaction in Aqueous Phase
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摘要 研究了芳香醛、乙酰乙酸乙酯和铵盐在水相中的催化Hantzsch反应,探讨了催化剂种类、反应底物比例、反应温度等因素对反应的影响。最终优化的最佳反应条件为:苯甲醛用量为5 mmol时,0.5 mmol DL-脯氨酸作催化剂,2.5 mmol碳酸铵为氨源,加入10 m L水,于70℃条件下反应5 h,收率达90.1%。催化剂可循环利用,芳香醛底物具有广泛的适用性,产物结构经红外、核磁等技术手段确定。反应具有环境友好、条件温和、操作简便、产率较高等优点。结果表明,该水相催化Hantzsch反应具有广泛的适用性。 Aqueous catalytic Hantzsch reaction has been studied with aryl aldehyde, ethyl acetoacetate and ammonium salt. The influences of catalysts, substrate ratio and reaction temperature have been evaluated to optimize the reaction conditions. The optimum reaction conditions were:5 mmol benzaldehyde, 0.5 mmol DL-proline, 2.5 mmol (NH4)2CO3, 10 mL water, reaction time 5 h and reaction temperature 70 ℃. The productivity was 90.1% under the determined optimum reaction conditions. Recycle of catalysts did not show compromise of catalytic activity. The reaction displayed wide scope of aryl aldehyde. All products were confirmed with IR and NMR spectra. Reaction has the advantages of environment friendly, mild conditions, simple operation and high yield. Results show that aqueous catalytic Hantzsch reaction has wide applicability.
出处 《应用化学》 CAS CSCD 北大核心 2015年第12期1392-1397,共6页 Chinese Journal of Applied Chemistry
基金 国家自然科学基金青年科学基金资助项目(21376058)~~
关键词 水相 Hantzsch反应 循环催化 aqueous phase Hantzsch reaction catalytic cycle
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  • 1鲁云 刘博 等.-[J].高等学校化学学报,1997,18:391-391.
  • 2Li Jie Jack.Name reactions:A collection of detailed reaction mechanisms[M].北京:科学出版社,2008.
  • 3Tamaddoo F,Razmi Z,Jafari A A.Synthesis of 3,4-dihydropyrimidin-2 (1 H) -ones and 1,4-dihydropyridines using ammonium carbonate in water[J].Tetrahedron Lett,2010,51:1187-1189.
  • 4Baghbanian S M,Khaksar S,Vahdat S M,et al.One-step,synthesis of Hantzsch esters and polyhydroquinoline derivatives using new organocatalyst[J],Chin Chem Lett,2009,21:563-567.
  • 5Sharma S D,Hazarika P,Konwar D.A simple,green and one-pot four-component synthesis of 1,4-dihydropyridines and their aromatization[J].Catal Commun,2008,(9):709-714.
  • 6Shen L,Cao S,Wu J,et al.A revisit to the Hantzsch reaction Unexpected products beyond 1,4-dihydropyridines[J].Green Chem,2009,(11):1414-1420.
  • 7Stilo A D,Visentin S,Cena C,et al.New 1,4-dihydropyridines conjugated to furoxanyl moieties,endowed with both nitric oxide-like and calcium channel antagonist vasodilator activities[J].J Med Chem,1998,41:5393-5401.
  • 8Barbe G,Charette A B.Highly chemosclective metal-free reduction of tertiary amides[J].J Am Chem Soc,2008,130:18-19.
  • 9Rueping M,Tato F,Schoepke F R.The first general,efficient and highly enantioselective 5 reduction of quinoxalines and quinoxalinones[J].Chem Eur J,2010,16:2688-2691.
  • 10Rueping M,Antonchick A P.Organocatalytic enantioselective reduction of pyridines[J].Angew Chem Int Ed,2007,46:4562-4565.

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