Synthesis of 2,6-bis(fluoroalkyl)-2,6-dihydroxytetrahydro-2H-pyran-3,5-dicarboxylates from aldehydes and fluorinated β-oxo esters in the presence of ionic liquid-K2CO3 as catalytic system

被引：6

作者：

Zlotin, S. G. ^{[1
]}

Kryshtal', G. V. ^{[1
]}

Zhdankina, G. M. ^{[1
]}

Ignatenko, A. V. ^{[1
]}

Burgart, Ya. V. ^{[2
]}

Saloutin, V. I. ^{[2
]}

Chupakhin, O. N. ^{[2
]}

机构：

[1] Russian Acad Sci, ND Zelinskii Organ Chem Inst, Moscow 119991, Russia

[2] Russian Acad Sci, Ural Div, Postovskii Inst Organ Synth, Ekaterinburg 620219, Russia

来源：

RUSSIAN JOURNAL OF ORGANIC CHEMISTRY | 2010年 / 46卷 / 04期

基金：

俄罗斯基础研究基金会;

关键词：

KNOEVENAGEL CONDENSATION; LIQUIDS;

D O I：

10.1134/S1070428010040020

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An efficient procedure has been developed for the synthesis of 4-substituted 2,6-bis(fluoroalkyl)-2,6-dihydroxytetrahydro-2H-pyran-3,5-dicarboxylates by reactions of aldehydes with fluorine-containing beta-oxo esters in heterogeneous catalytic system 1-butyl-3-methylimidazolium tetrafluoroborate [bmim][BF4]-K2CO3 activated by ultrasound. The system retains its catalytic activity for three reaction cycles.

引用

页码：468 / 473

页数：6

共 20 条

[1] Synthesis of 2,6-bis(fluoroalkyl)-2,6-dihydroxytetrahydro-2H-pyran-3,5-dicarboxylates from aldehydes and fluorinated β-oxo esters in the presence of ionic liquid-K2CO3 as catalytic system
S. G. Zlotin
G. V. Kryshtal’
G. M. Zhdankina
A. V. Ignatenko
Ya. V. Burgart
V. I. Saloutin
O. N. Chupakhin
Russian Journal of Organic Chemistry, 2010, 46 : 468 - 473
[2] SYNTHESIS AND HERBICIDAL ACTIVITY OF N-SUBSTITUTED 2,6-BIS(POLYFLUOROMETHYL)DIHYDROPYRIDINE-3,5-DICARBOXYLATES
GOURE, WF
LESCHINSKY, KL
WRATTEN, SJ
CHUPP, JP
JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 1991, 39 (05) : 981 - 986
[3] 3,5-Bis(4-methylbenzoyl)-2,6-bis(4-methylphenyl)-4H-pyran-4-one
Dinçer, M
Yildirim, I
Koca, I
Özdemir, N
ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2004, 60 : O207 - O209
[4] Synthesis and characterization of new soluble polyamides derived from 2,6-bis(4-aminophenyl)-3,5-dimethyltetrahydro-4H-pyran-4-one
García, JM
García, F
Sanz, R
De la Campa, JG
Lozano, AE
De Abajo, J
JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY, 2001, 39 (11) : 1825 - 1832
[5] Synthesis and properties of fluorinated polyimides, 2 -: Derived from novel 2,6-bis(3′-trifluoromethyl-p-aminobiphenyl ether)pyridine and 2,5-bis(3′-trifluoromethyl-p-aminobiphenyl ether)thiophene
Madhra, MK
Salunke, AK
Banerjee, S
Prabha, S
MACROMOLECULAR CHEMISTRY AND PHYSICS, 2002, 203 (09) : 1238 - 1248
[6] [(bmppy)Cu(μ-I)]2 (bmppy=2,6-bis(1-methyl-1H-pyrazol-3-yl) pyridine): Synthesis, crystal structure and its catalytic performance for MMA polymerization
Ding, Hong-Ye
Cheng, Hong-Jian
Wang, Fan
Liu, De-Xian
Li, Hong-Xi
Fang, Yang-Yang
Zhao, Wei
Lang, Jian-Ping
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2013, 741 : 1 - 6
[7] Solvent-free synthesis of γ-nitroketones and γ-nitroesters promoted by the ionic liquid/K2CO3 catalytic system
Zlotin, Sergey G.
Bogolyubov, Andrey V.
Kryshtal, Galina V.
Zhdankina, Galina M.
Struchkova, Marina I.
Tartakovsky, Vladimir A.
SYNTHESIS-STUTTGART, 2006, (22): : 3849 - 3854
[8] Crystal structure of 4-(5,6-bis[isothiocyanato]-3,5-di-tert-butyl-4-oxo-2-cyclohexadienylidene)-2,6-di-tert-butyl-2,5-cyclohexadienone, C30H40N2O2S2
Rieker, A
Winter, W
Hiller, W
Neumayer, M
ZEITSCHRIFT FUR KRISTALLOGRAPHIE-NEW CRYSTAL STRUCTURES, 1998, 213 (01): : 185 - 187
[9] Molecular structure and vibrational and chemical shift assignments of 3,5-bis-(4-methylbenzoyl)-2,6-bis(4-methylphenyl)-4H-pyran-4-one: A combined experimental and theoretical analysis
Avci, D.
Coemert, H.
Tarcan, E.
Dincer, M.
Atalay, Y.
JOURNAL OF MOLECULAR STRUCTURE, 2010, 975 (1-3) : 234 - 241
[10] A Facile Synthesis of New 2-Amino-4H-pyran-3-carbonitriles by a One-Pot Reaction of α, α′-Bis(arylidene) Cycloalkanones and Malononitrile in the Presence of K2CO3
Karimi-Jaberi, Zahed
Pooladian, Baharak
SCIENTIFIC WORLD JOURNAL, 2012,

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