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硅胶负载型离子液体催化合成β-烯胺酮 被引量:1

Synthesis of β-enaminones over silica-confined ionic liquids
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摘要 采用溶胶凝胶法制备了一系列硅胶负载型离子液体催化剂,利用红外光谱(FT-IR)和电子扫描电镜(SEM)对催化剂的物理化学性质进行了表征,并考察其在室温无溶剂条件下催化合成β-烯胺酮的性能。结果表明:固载后的离子液体的实际用量显著减少,催化活性显著提高,其中[bmim]BF_4/silica和[bmim]PF_6/silica显示高的催化活性,在室温无溶剂条件下反应时间30 min后,β-烯胺酮收率分别达到93.6%和92.2%。此外,硅胶负载离子液体易于分离,循环使用四次后,其催化活性无明显降低。 Several silica-confined ionic liquids (SCILs)were synthesized by sol-gel method and characterized by FT-IR and SEM methods. The catalytic performance of these catalysts for the synthesis of β-enaminone was also investigated. Results showed that sil- ica-confined could both greatly reduce the amount ionic liquid used and increase the catalytic activity. Among all the catalysts test- ed, [ bmim] BFJsilica and[ bmim] PF6/silica were proven to be the most efficient since the reaction could be carried out with ex- ceLlent yield of 93.6 and 92. 2%, respectively, under room temperature and solvent-free condition for 0. 5 h. Furthermore, [ bmim ] BF4/silica was conveniently separated from the products and reused four times without considerable loss of activity.
机构地区 暨南大学化学系
出处 《化学研究与应用》 CAS CSCD 北大核心 2015年第12期1817-1821,共5页 Chemical Research and Application
关键词 负载离子液体 β-烯胺酮 1 3-二羟基化合物 silica-confined ionic liquids 1,3-dicarbonyl compounds β-enaminones
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  • 1Zhang zhanhui, Li tongshuang, Li jianjiong. Synthesis of enaminones and enamino esters catalyzed by ZrOC12 .8H20 [J]. Catal Commun,2007,8(6) :1 615-1 620.
  • 2Marcos A P Martins, Emerson A Guarda, Clarissa P Frizzo, et al. An ionic liquid as reaction medium for the synthesis of halo-containing b-enaminones at room temperature [J]. Monatsh Chem,2008,139(7) : 1 321-1 327.
  • 3Das B, Venkateswarlu K, Majhi A, et al. Highly efficient, mild and chemo-and stereoselective synthesis of enamino- nes and enamino esters using silica supported perchloric acid under solvent-free conditions [J]. J Mol Catal A: Chem ,2006 ,246 ( 6 ) :276-281.
  • 4Khodaei M M, Khosropour A R, Kookhazadeh M. Enamina- tion of β-dicarbonyl compounds catalyzed by CeC13 -7H20 at ambient conditions:ionic liquid and solvent-free media [J]. Synlett,2004 ,36( 5) : 1 980-1 984.
  • 5Khosropour A R, Khodaei M M, A mild, efficient and envi- ronmentally friendly method for the region and chemoselec- tive synthesis of enaminones using Bi(TFA) 3 as a reusable catalyst in aqueous media [J]. Tetrahedron Lett, 2004,45 (4) :1 725-1 728.
  • 6Hebbache H, Hank Z, Boutamine S. Iron salts catalyzed synthesis of beta-N-substituted aminoacrylates [J]. C R Chim,2008,11 (8) :612-619.
  • 7Gupta N, Sonu, Kad G L, et al. Acidic ionic liquid [bmim] HSO4:an efficient catalyst for acetalization and thioacetalization of caxbonyl compounds and their subse- quent deprotection [J]. Catal Commun, 2007, 8 ( 6 ) : 1 323-1 328.
  • 8Martins M,Frizzo C P,Moreira D N,et al. Synthesis of β- enmninones by ionic liquid catalysis:a one-pot condensa- tion under solvent-free conditions [J]. Catal Commun, 2008,9(4) :1 375-1 378.
  • 9DeCastro C, Sauvage E, Valkenberg M H, et al. Immobil- ised ionic liquids as Lewis acid catalysts for the alkylation of aromatic compounds with dodecene [J]. J Catal , 2000, 196(9) :86-94.
  • 10尹万香,李润生,杨骏.咪唑类离子液体中合成β-烯胺酮的研究[J].化学研究与应用,2010,22(11):1366-1370. 被引量:1

二级参考文献57

  • 1李明,郭维斯,文丽荣,杨华铮.烯胺酮的合成及其在有机合成中的应用[J].有机化学,2006,26(9):1192-1207. 被引量:17
  • 2CHEN C T, KUO J H, PAWAR V D, et al. Nucleophilic acyl substitutions of anhydrides with protic nucleophiles catalyzed by amphoteric, oxomolybdenum species [ J ]. J Org Chem, 2005, 70(4) : 1188 -1197.
  • 3KANTAM M L, AZIZ K, LIKHAR P R. Bis(cyclopentadienyl) zirconium dichloride catalyzed acetylation of phenols, alcohols and amines [ J ]. Catal Commu, 2006, 7 (7) : 484 -487.
  • 4KAMAL A, KHAN M, REDDY K S, etal. Al(OTf)3 as a highly efficient catalyst for the rapid acetylation of alcohols, phenols and thiophenols under solvent-free conditions[J]. Tetrahedron Lett, 2007, 48 (22): 3813 - 3818.
  • 5VARALA R, NASREEN A, ADAPA S R. Ruthenium (III) acetylacetonate[ Ru ( acac ) 3 ] -An efficient recyclable catalyst for the acetylation of phenols, alcohols, and amines under neat conditions [ J ]. Can J Chem, 2007, 85 (2) : 148 - 152.
  • 6JIANG D, WANG Y Y, DAI L Y. Esterifieation of alcohols with acetic anhydride in bronsted acidic ionic liquids at room temperature [ J ]. React Kinet Catal Lett, 2008, 93(2) : 257 -263.
  • 7DECASTRO C, SAUVAGE E, VAJKENBERG M H, et al. Immobilised ionic liquids as Lewis acid catalysts for the alkylation of aromatic compounds with dodecene [ J ]. J Catal, 2000, 196(1) : 86 -94.
  • 8KAMAL A, CHOUHAN G. Investigations towards the chemoselective thioacetaliztion of carbonyl compounds by using ionic liquid[ bmim] Br as a recyclable catalytic medium[J]. Adv Synth Catal, 2004, 346(5) : 579 -582.
  • 9THIELE D, DE SOUZA R F. The role of aluminum species in biphasie butene dimerization catalyzed by nickel complexes[J]. J Mol Catal A-Chem, 2007, 264(1/2): 293 - 298.
  • 10ALCANTARA R, CANOIRA L, GUILHERME-JOAO P, et al. Air oxidation of ethylbenzene catalysed by bis (acetylacetonate) nickel(II) and 1-n-butyl-3-methylimidazolium hexafluorophosphate [ J]. Appl Catal A-Gen, 2001, 218(1 -2): 269-279.

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