在水相回流条件下,以芳香醛、5,5-二甲基-1,3-环己二酮(达米酮)和苯胺/对甲苯胺为原料,经过多组分一锅反应,合成了一系列N-取代吖啶二酮衍生物,收率在69%~90%之间.该过程以水作为溶剂,无有机溶剂污染,而且操作简单,后处理方便.
参考文献
[1] | Stilo 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(27):5393-5401. |
[2] | Kaya M,Yildinr Y,Türker L.Synthesis and Laser Activity of Halo-Acridinedione Derivatives[J].J Heterocycl Chem,2009,46(2):294-297. |
[3] | Dabiri M,Baghbanzadeh M,Arzroomchilar E.1-Methylimidazolium Triflouroacetate ([Hmim]TFA):An Effcient Reusable Acidic Ionic Liquid for the Synthesis of 1,8-Dioxo-octahydroxanthenes and 1,8-Dioxo-decahydroacridines[J].Catal Commun,2008,9(5):939-942. |
[4] | Shi D Q,Ni S N,Yang F,et al.An Efficient Synthesis of Polyhydroacridine Derivatives by the Three-component Reaction of Aldehydes,Amines and Dimedone in Ionic Liquid[J].J Heterocycl Chem,2008,45(3):653-660. |
[5] | Kumara D,Sandhu J S.Efficient,Solvent-Free,Microwave-Enhanced Condensation of 5,5-Dimethyl-1,3-cyclohexanedione with Aldehydes and Imines Using LiBr as Inexpensive,Mild Catalyst[J].Synth Commun,2010,40(4):510-517. |
[6] | Venkatesan K,Pujari S S,Srinivasan K V.Proline-Catalyzed Simple and Efficient Synthesis of 1,8-Dioxodecahydroacridines in Aqueous Ethanol Medium[J].Synth Commun,2009,39(2):228-241. |
[7] | Niknam K,Panahi F,Saberi D,et al.Silica-Bonded S-Sulfonic Acid as Recyclable Catalyst for the Synthesis of 1,8-Dioxodecahydroacridines and 1,8-Dioxo-octahydroxanthene[J].J Heterocycl Chem,2010,47 (2):292-300. |
[8] | Kidwai M,Bhatnagar D.Ceric Ammonium Nitrate (CAN) Catalyzed Synthesis of N-Substituted Decahydroacridine-1,8-diones in PEG[J].Tetrahedron Lett,2010,51 (20):2700-2703. |
[9] | Wang G W,Xia J J,Miao C B,et al.Environmentally Friendly and Effcient Synthesis of Various 1,4-Dihydropyridines in Pure Water[J].Bull Chem Soc Jpn,2006,79 (3):454-459. |
[10] | El Ashry El S H,Awada L F,Ibrahim El S I,et al.Microwave Irradiation for Accelerating the Synthesis of Acridine and Xanthene Derivatives from Dimedone[J].Arkivoc,2006,(ii):178-186. |
[11] | Mel'nik M V,Kornilov M Y,Turov A V,et al.Study of the Cyclization of Primary Aromatic Amines with Formaldehyde and Dimedone in the Presence of Perchloric Acid[J].Zh Org Khim,1982,18(7):1460-1466. |
[12] | Luo H,Kang Y,Nie H,et al.Fe3+-Montmorillonite:An Efficient Solid Catalyst for One-Pot Synthesis of Decahydroacridine Derivatives[J].J Chinese Chem Soc,2008,55(6):1280-1285. |
[13] | Shi D Q,Shi J W,Yao H.Three-Component One-Pot Synthesis of Polyhydroacrodine Derivatives in Aqueous Media[J].Synth Commun,2009,39(4):664-675. |
[14] | Biswanath D,Ponnaboina T,Mahender I,et al.Amberlyst-15:An Efficient Reusable Heterogeneous Catalyst for the Synthesis of 1,8-Dioxo-octahydroxanthenes and 1,8-Dioxo-decahydroacridines[J].J Mol Catal A:Chem,2006,247(1/2):233-239. |
[15] | Shen W,Wang L M,Tian H,et al.Br(o)nsted Acidic Imidazolium Salts Containing Perfluoroalkyl Tails Catalyzed One-pot Synthesis of 1,8-Dioxo-decahydroacridines in Water[J].J Fluorine Chem,2009,130 (6):522-527. |
[16] | Shen Y B,Wang G W.Solvent-free Synthesis of Xanthenediones and Acridinediones[J].Arkivoc,2008,(ⅩⅥ):1-8. |
[17] | Tu S J,Li T J,Zhang Y,et al.New Reaction of Schiff Base with Dimedone:New Method for the Acridine Derivatives under Microwave Irradiation[J].J Heterocycl Chem,2007,44(1):83-88. |
[18] | Hua G P,Zhang X J,Shi F,et al.One-pot Synthesis of 10-Methyl-1,2,3,4,5,6,7,8,9,10-decahydroacridine-1,8-dione Derivatives under Microwave Heating without Catalyst[J].Chinese J Chem,2005,230 (12):1646-1650. |
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