欢迎登录材料期刊网

材料期刊网

高级检索

A series of 1,4-dihydropyridines have been prepared by a one-pot condensation of aldehydes,ethyl aeetoacetate,and ammonium acetate in the presence of a heterogeneous catalyst silica sulfuric acid at room temperature under solvent-free condition.This new protocol has the advantage of short reaction time and excellent yields,and is an environmentally benign route to the synthesis of 1,4-dihydropyridines.

参考文献

[1] Shaabani A;Samadi S;Rahmati A .[J].Synthetic Communications,2007,37:491.
[2] Stout D M;Meyers A I .[J].Chemical Reviews,1982,82:223.
[3] Bossert F;Meyer H;Wehinger E .[J].Angewandte Chemie International Edition,1981,9:762.
[4] Nakayama H;Kasoaka Y .[J].Heterocycles,1996,42:901.
[5] Sunkel C E;de Casa-Juana M F;Santos L;Garcia A G Artalejo C R Villarroya M Gonzalez-Morales M A Lopez M G Cillero J .[J].Journal of Medicinal Chemistry,1992,35:2407.
[6] Vo D;Matome W C;Ramesh M;Iqbal N Wolowyk M W Howlett S E Knaus E E .[J].Journal of Medicinal Chemistry,1995,38:2851.
[7] Janis R A;Triggle D J .[J].Journal of Medicinal Chemistry,1983,25:775.
[8] Bocker R H;Guengerich F P .[J].Journal of Medicinal Chemistry,1986,28:1596.
[9] Sausins A;Duburs G .[J].Heterocycles,1988,27:269.
[10] Cooper K;Fray M J;Parry M J;Richardson K Steele J .[J].Journal of Medicinal Chemistry,1992,35:3115.
[11] Lavilla R.[J].Journal of the Chemical Society,Perkin Transactions Part Ⅰ:Organic and Bio-Organic Chemistry,2002:1141.
[12] Love B;Sander K M .[J].Journal of Organic Chemistry,1965,30:1914.
[13] Zonouz, AM;Hosseini, SB .Montmorillonite K10 clay: An efficient catalyst for Hantzsch synthesis of 1,4-dihydropyridine derivatives[J].Synthetic Communications,2008(1/3):290-296.
[14] Salehi H;Guo QX .Synthesis of substituted 1,4-dihydropyridines in water using phase-transfer catalyst under microwave irradiation[J].Synthetic Communications,2004(23):4349-4357.
[15] Maheswara M;Siddaiah V;Rao Y K;Tzeng Y M Sridhar C .[J].Journal of Molecular Catalysis A:Chemical,2006,260:179.
[16] Akbari J D;Tala S D;Dhaduk M F;Joshi H S.[J].Arkivoc,2008(12):126.
[17] Chari M A;Syamasundar K .[J].Catalyst Communication,2005,6:624.
[18] Sharma S D;Hazarika P;Konwar D .[J].Catalyst Communication,2008,9:709.
[19] Sharma GVM;Reddy KL;Lakshmi PS;Krishna PR .'In situ' generated 'HCI' - An efficient catalyst for solvent-free Hantzsch reaction at room temperature: Synthesis of new dihydropyridine glycoconjugates[J].Synthesis: International Journal of Methods in Synthetic Organic Chemistry,2006(1):55-58.
[20] Sridhar R;Perumal PT .A new protocol to synthesize 1,4-dihydropyridines by using 3,4,5-trifluorobenzeneboronic acid as a catalyst in ionic liquid: synthesis of novel 4-(3-carboxyl-1H-pyrazol-4-yl)-1,4-dihydropyridines[J].Tetrahedron,2005(9):2465-2470.
[21] Gupta R;Paul S;Loupy A .[J].Synthesis,2007,18:2835.
[22] Lee J H .[J].Tetrahedron Letters,2005,46:7329.
[23] Wang SX;Li ZY;Zhang JC;Li JT .The solvent-free synthesis of 1,4-dihydropyridines under ultrasound irradiation without catalyst[J].Ultrasonics sonochemistry,2008(5):677-680.
[24] Yadav J S;Reddy B V S;Reddy P T .[J].Synthetic Communications,2001,31:425.
[25] Kawase M;Shah A;Gaveriya H;Motohashi N Sakagami H Varga A Molnar J .[J].Bioorganic and Medicinal Chemistry Letters,2002,10:1051.
[26] Yadav J S;Reddy B V S;Basak A K;Narsaiah A V .[J].Green Chemistry,2003,5:60.
[27] Sabitha, G;Arundhathi, K;Sudhakar, K;Sastry, BS;Yadav, JS .CeCl3 center dot 7H2O-Catalyzed One-Pot Synthesis of Hantzsch 1,4-Dihydropyridines at Room Temperature[J].Synthetic Communications,2009(16/18):2843-2851.
[28] Rafiee E;Evani S;Rashidzadeh S;Joshaghani M .[J].Inorganica Chimica Acta,2009,362:3555.
[29] Debache A;Ghalem W;Boulcina R;Belfaitah A Rhouati S Carboni B .[J].Tetrahedron Letters,2009,50:5248.
[30] Samajdar S;Becker F F;Naik B K .[J].Tetrahedron Letters,2000,41:8017.
[31] Bahulayan D.;Narayan G.;Sreekumar V.;Lalithambika M. .Natural bentonite clay/dilute HNO3 (40%) - A mild, efficient, and reusable catalyst/reagent system for selective mono nitration and benzylic oxidations[J].Synthetic Communications,2002(23):3565-3574.
[32] Srinivas KVNS;Das B .An efficient one-pot synthesis of pyrano- and furoquinolines employing two reusable solid acids as heterogeneous catalysts[J].Synlett,2004(10):1715-1718.
[33] Mirjalili B F;Zolfigol M A;Bamoniri A .[J].MOLECULES,2002,7:751.
[34] Salehi P;Dabiri M;Zolfigol MA;Fard MAB .Silica sulfuric acid as an efficient and reusable reagent for crossed-aldol condensation of ketones with aromatic aldehydes under solvent-free conditions[J].Journal of the Brazilian Chemical Society,2004(5):773-776.
[35] Pasha,MA;Jayashankara,VP .Molecular iodine catalyzed synthesis of aryl-14H-dibenzo(a, j)xanthenes under solvent-free condition.[J].Bioorganic and Medicinal Chemistry Letters,2007(3):621-623.
[36] Pasha M A;Jayashankara V P;Ramachandrawswamy N .[J].Synthetic Communications,2007,37:1551.
[37] Pasha MA;Jayashankara VP .Synthesis of alpha,alpha'-bis (arylmethylidene) cycloalkanones catalyzed by molecular iodine: An improved procedure for the Claisen-Schmidt condensation[J].Indian Journal of Chemistry, Section B. Organic Including Medicinal,2007(6):1025-1027.
[38] Pasha MA;Jayashankara VP .Efficient synthesis of N,N '-disubstituted ureas/thioureas catalyzed by iodine[J].Synthetic Communications,2006(12):1787-1793.
[39] Rama K;Pasha MA .Ultrasound promoted regioselective synthesis of beta-iodoethers from olefin-I-2-alcohol[J].Ultrasonics sonochemistry,2005(6):437-440.
[40] Nanjundaswamy HM;Pasha MA .Rapid, chemoselective and facile synthesis of azines by hydrazine/I-2[J].Synthetic Communications,2007(19/21):3417-3420.
上一张 下一张
上一张 下一张
计量
  • 下载量()
  • 访问量()
文章评分
  • 您的评分:
  • 1
    0%
  • 2
    0%
  • 3
    0%
  • 4
    0%
  • 5
    0%