KF/Nano-clinoptilolite Catalyzed Aldol-Type Reaction of Aldehydes with Ethyl Diazoacetate

被引:21
作者
Balou, Javad [1 ]
Khalilzadeh, Mohammad A. [1 ,2 ]
Zareyee, Dariush [1 ]
机构
[1] Islamic Azad Univ, Qaemshahr Branch, Dept Chem, Qaemshahr, Iran
[2] North Carolina State Univ, Dept Biomat, Coll Nat Resources, Raleigh, NC 27695 USA
关键词
KF/nano-clinoptilolite; Aldol-type reaction; Ethyl diazoacetate; alpha-Diazo carbonyl derivatives; ALPHA-DIAZOCARBONYL COMPOUNDS; BETA-HYDROXY ESTERS; SOLVENT-FREE CONDITIONS; EFFICIENT SOLID BASE; CONDENSATION; ACYLDIAZOMETHANES; DERIVATIVES; WATER; KF/CLINOPTILOLITE; GENERATION;
D O I
10.1007/s10562-017-2158-6
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
Potassium fluoride supported on nano-clinoptilolite (KF/CP NPs) was used as an excellent catalytic system for direct aldol-type condensation of aldehydes with ethyl diazoacetate under solvent-less conditions. A variety of alpha-diazo carbonyl derivatives were prepared in good to excellent yields in short reaction times.
引用
收藏
页码:2612 / 2618
页数:7
相关论文
共 33 条
  • [1] How nucleophilic are diazo compounds?
    Bug, T
    Hartnagel, M
    Schlierf, C
    Mayr, H
    [J]. CHEMISTRY-A EUROPEAN JOURNAL, 2003, 9 (17) : 4068 - 4076
  • [2] Rh2(OAc)4-catalyzed 2,3-migration of β-ferrocenecarboxyl α-diazocarbonyl compounds: an efficient synthesis of ferrocene-containing α,β-unsaturated esters
    Chen, Shufeng
    Du, Yan
    Zhao, Haiying
    Li, Baoguo
    [J]. RSC ADVANCES, 2014, 4 (24): : 12482 - 12485
  • [3] tert-BuOK-Catalyzed condensation of ethyl diazoacetate to aldehydes and palladium-catalyzed 1,2-hydrogen migration for the synthesis of β-ketoesters under solvent-free conditions
    Chen, Shufeng
    Yuan, Fang
    Zhao, Haiying
    Li, Baoguo
    [J]. RSC ADVANCES, 2013, 3 (31): : 12616 - 12620
  • [4] A Simple One-Pot Preparation of Diazoacetoacetate Derivatives from Aldehydes
    Erhunmwunse, Marvis O.
    Steel, Patrick G.
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 2008, 73 (21) : 8675 - 8677
  • [5] Modern Organic Synthesis with α-Diazocarbonyl Compounds
    Ford, Alan
    Miel, Hugues
    Ring, Aoife
    Slattery, Catherine N.
    Maguire, Anita R.
    McKervey, M. Anthony
    [J]. CHEMICAL REVIEWS, 2015, 115 (18) : 9981 - 10080
  • [6] Nano Clinoptilolite: Highly Efficient Catalyst for the Synthesis of Chromene Derivatives Under Solvent-Free Conditions
    Hallajian, Sara
    Khalilzadeh, Mohammad A.
    Tajbakhsh, Mahgol
    Alipour, Eskandar
    Safaei, Zahra
    [J]. COMBINATORIAL CHEMISTRY & HIGH THROUGHPUT SCREENING, 2015, 18 (05) : 486 - 491
  • [7] A Direct, Versatile, and Chemoselective Synthesis of Vinylogous Bis- and Monourethanes/amides and β-Keto Esters by Aza-Knoevenagel-Type Reactions of Tertiary Amides with Enolates
    Huang, Pei-Qiang
    Ou, Wei
    [J]. EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2017, 2017 (03) : 582 - 592
  • [8] DBU-promoted condensation of acyldiazomethanes to aldehydes and imines under catalytic conditions
    Jiang, N
    Wang, JB
    [J]. TETRAHEDRON LETTERS, 2002, 43 (07) : 1285 - 1287
  • [9] 1,2-aryl and 1,2-hydride migration in transition metal complex catalyzed diazo decomposition:: A novel approach to α-aryl-β-enamino esters
    Jiang, N
    Qu, ZH
    Wang, JB
    [J]. ORGANIC LETTERS, 2001, 3 (19) : 2989 - 2992
  • [10] Catalysis in water: Aldol-type reaction of aldehydes and imines with ethyl diazoacetate catalyzed by highly basic magnesium/lanthanum mixed oxide
    Kantam, A. Lakshmi
    Balasubrahmanyam, V.
    Kumar, K. B. Shiva
    Venkanna, G. T.
    Figueras, F.
    [J]. ADVANCED SYNTHESIS & CATALYSIS, 2007, 349 (11-12) : 1887 - 1890