以未经任何修饰的磁性纳米Fe3O4为催化剂,在无溶剂和配体条件下催化卤代芳烃与苯酚间的C—O键交叉偶联反应.在130℃、48 h、Fe3O4摩尔分数为7%的优化反应条件下,二芳醚的产率达到94.7%.催化剂经磁分离可方便的回收,且连续循环使用4次,其催化活性无明显降低.
参考文献
[1] | Florence B B,Rouch A,Corinne V B,et al.Diaryl Ether Derivatives as Anticancer Agents-A Review[J].Med Chem Commun,2012,3:1356-1372. |
[2] | Chen X,Ding S,Zhan P,et al.Recent Advances of Diaryl Ether Family as HIV-1 on Nucleoside Reverse Transcriptase Inhibitors[J].Curr Pharm Des,2013,19(15):2829-2838. |
[3] | Frlan R,Kikelj D.Recent Progress in Diarylether Synthesis[J].Symhesis,2006,14:2271-2285. |
[4] | Blankenstein J,Zhu J.Conformation-directed Macrocyclization Reactions[J].Eur J Org Chem,2005,10:1949-1964. |
[5] | Kumar A,Bhakuni B S,Prasad C D,et al.Potassium tert-Butoxide-mediated Synthesis of Unsymmetrical Diaryl Ethers,Sulfides and Selenides from Aryl Bromides[J].Tetrahedron,2013,69(26):5383-5392. |
[6] | Keller M,Ianchuk M,Ladeira S,et al.Synthesis of Dendritic B-Diketones and Their Application in Copper-catalyzed Diaryl Ether Formation[J].Eur J Org Chem,2012,5:1056-1062. |
[7] | Ouali A,Spindler J F,Jutand A,et al.Nitrogen Ligands in Copper-catalyzed Arylation of Phenols:Structure/Activity Relationships and Applications[J].Adv Synth Catal,2007,349(11/12):1906-1916. |
[8] | Burgos C H,Barder T E,Huang X,et al.Significantly Improved Method for the Pd-Catalyzed Coupling of Phenols with Aryl Halides:Understanding Ligand Effects[J].Angew Chem Int Ed,2006,45:4321-4326. |
[9] | Qu X M,Li T Y,Zhu Y,et al.Ligand-free Highly Effective Iron/Copper co-Catalyzed Formation of Dimeric Aryl Ethers or Sulfides[J].Org Biomol Chem,2011,9:5043-5046. |
[10] | Liu X Y,Zhang S L Efficient Iron/Copper-cocatalyzed O-Arylation of Phenols with Bromoarenes[J].Syrleu,2011,2:268-272. |
[11] | Bistri O,Correa A,Bolm C.Iron-catalyzed C—O Cross-couplings of Phenols with Aryl Iodides[J].Angew Chem Int Ed,2008,47:586-588. |
[12] | Egami H,Katsuki T.Asymmetric Oxidation of Sulfides with Hydrogen Peroxide in Water[J].J Am Chem Soc,2007,129:8940-8941. |
[13] | Gelalcha F G,Bitterlich B,Anilkumar G,et al.Iron-catalyzed Asymmetric Epoxidation of Aromatic Alkenes Using Hydrogen Peroxide[J].Angew Chem Int Ed,2007,46:7293-7296. |
[14] | Cahiez G,Duplais C,Moyeux A.Iron-catalyzed Alkylation of Alkenyl Grignard Reagents[J].Org Lett,2007,17(9):3253-3254. |
[15] | Li R,Wang S R,Lu W.FeCl3-Catalyzed Alkenylation of Simple Arenes with Aryl-substituted Alkynes[J].Org Lett,2007,17(9):2219-2222. |
[16] | Hatakeyama T,Nakamura M.Iron-catalyzed Selective Biaryl Coupling:Remarkable Suppression of Homocoupling by the Fluoride Anion[J].J Am Chem Soc,2007,129(32):9844-9845. |
[17] | Firouzabadi H,Iranpoor N,Gholinejad M,et al.Magnetite (Fe3O4) Nanoparticles-catalyzed Sonogashim-Hagihara Reactions in Ethylene Glycol Under Ligand-free Conditions[J].Adv Synth Catal,2011,53:125-132. |
[18] | Zeng T,Chen W,Cirtiu C M,et al.Fe3 O4 Nanoparticles:A Robust and Magnetically Recoverable Catalyst for Three-component Coupling of Aldehyde,Alkyne and Amine[J].Green Chem,2010,12:570-573. |
[19] | Zhang Z,Lu H,Yang S,et al.Synthesis of 2,3-Dihydroquinazolin-4 (1H)-ones by Three-componem Coupling of Isatoic Anhydride,Amines,and Aldehydes Catalyzed by Magnetic Fe304 Nanoparticles in Water[J].J Comb Chem,2010,12 (5):643-646. |
[20] | Arundhathi R,Damodara D,Likhar P R,et aL Fe3O4@mesoporouspolyaniline:A Highly Efficient and Magnetically Separable Catalyst for Cross-coupling of Aryl Chlorides and Phenols[J].Adv Synth Catal,2011,353:1591-1600. |
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