[Fe3O4@SiO2@(CH2)3im]C6F5O as a New Hydrophilic and Task-Specific Nanomagnetic Catalyst: Application for Synthesis of β-Azido Alcohols and Thiiranes under Mild and Green Conditions

被引：10

作者：

Afsar, Javad ^{[1
]}

Zolfigol, Mohammad Ali ^{[1
]}

Khazaei, Ardeshir ^{[1
]}

机构：

[1] Bu Ali Sina Univ, Fac Chem, Dept Organ Chem, Hamadan 6517838683, Iran

来源：

CHEMISTRYSELECT | 2018年 / 3卷 / 39期

基金：

美国国家科学基金会;

关键词：

beta-Azido alcohols; Nanomagnetic catalyst; Ring opening of epoxides; Synthesis of thiiranes; PHASE-TRANSFER CATALYST; SOLVENT-FREE CONDITIONS; RECOVERABLE OSMIUM CATALYSTS; SUPPORTED ALUMINUM-CHLORIDE; EFFICIENT CATALYST; AMMONIUM THIOCYANATE; FREE CONVERSION; ACETIC-ACID; REUSABLE CATALYST; HIGHLY EFFICIENT;

D O I：

10.1002/slct.201802118

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

[Fe3O4@SiO2@(CH2)(3)im]C6F5O was designed, synthesized and characterized by various techniques such as Fourier transform spectroscopy infrared (FT-1R), X-ray diffraction patterns (XRD), Field scanning electron microscopy (FESEM), transmission electron microscopy (TEM), energy-dispersive X-ray spectroscopy (EDX) and vibrating sample magnetometer (VSM). The described novel hydrophilic nanomagnetic particles were applied as an efficient and reusable catalyst in the ring opening of epoxides using sodium azide for the preparation of beta-azido alcohols. Conversion of epoxides to their thiiranes in water by using potassium thiocyanate in the presence of a catalytic amount of mentioned nanomagnetic catalyst was also carried out

引用

页码：11134 / 11140

页数：7

共 120 条

[1] Synthesis of thiiranes by direct sulfur transfer: The challenge of developing effective sulfur donors and metal catalysts [J].

Adam, W ;

Bargon, RM .

CHEMICAL REVIEWS, 2004, 104 (01) :251-261

[2] Synthesis and characterization of a novel nanomagnetic phase-transfer catalyst and its application to regioselective synthesis of β-azido and β-nitro alcohols in water [J].

Ayashi, N. ;

Fallah-Mehrjardi, M. ;

Kiasat, A. R. .

RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2017, 53 (06) :846-852

[3] C(sp2)-C(sp2) cross coupling reaction catalyzed by a water-stable palladium complex supported onto nanomagnetite particles [J].

Azadbakht, Tahereh ;

Zolfigol, Mohammad Ali ;

Azadbakht, Reza ;

Khakyzadeh, Vahid ;

Perrin, David M. .

NEW JOURNAL OF CHEMISTRY, 2015, 39 (01) :439-444

[4] LiClO4•3H2O promoted highly regioselective ring-opening of epoxides with thiols under neutral conditions [J].

Azizi, N ;

Saidi, MR .

CATALYSIS COMMUNICATIONS, 2006, 7 (04) :224-227

[5] Simple and highly efficient catalyst- and waste-free ring opening of epoxides with Na2S in water [J].

Azizi, Najmedin ;

Akbari, Elham ;

Ebrahimi, Frough ;

Saidi, Mohammad R. .

MONATSHEFTE FUR CHEMIE, 2010, 141 (03) :323-326

[6] Lithium perchlorate promoted highly regioselective ring opening of epoxides under solvent-free conditions [J].

Azizi, Najmodin ;

Mirmashhori, Bahareh ;

Saidi, Mohammad R. .

CATALYSIS COMMUNICATIONS, 2007, 8 (12) :2198-2203

[7] Efficient synthesis of β-amino alcohols by regioselective ring opening of epoxides with amines catalyzed by CuFe2O4 nanoparticles [J].

Baghbanian, Seyed Meysam ;

Farhang, Maryam .

JOURNAL OF THE IRANIAN CHEMICAL SOCIETY, 2013, 10 (05) :1033-1037

[8] An efficient synthesis of thiiranes from oxiranes using fluoroboric acid adsorbed on silica gel (HBF4-SiO2) as a catalyst under mild conditions in the absence of solvent [J].

Bandgar, B. P. ;

Patil, Abasaheb V. ;

Kamble, V. T. ;

Totre, J. V. .

JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2007, 273 (1-2) :114-117

[9] 2.4,6-Trichloro-1,3,5-triazine catalyzed synthesis of thiiranes from oxiranes under solvent-free and mild conditions [J].

Bandgar, B. P. ;

Joshi, Neeta S. ;

Kamble, V. T. .

TETRAHEDRON LETTERS, 2006, 47 (27) :4775-4777

[10] Ultrasound promoted rapid and green synthesis of thiiranes from epoxides in water catalyzed by chitosan-silica sulfate nano hybrid (CSSNH) as a green, novel and highly proficient heterogeneous nano catalyst [J].

Behrouz, Somayeh ;

Rad, Mohammad Navid Soltani ;

Piltan, Mohammad Amin .

ULTRASONICS SONOCHEMISTRY, 2018, 40 :517-526

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