A green protocol for rapid and efficient conversion of epoxides to thiiranes using alumina immobilized thiourea at solvent-free conditions

被引：14

作者：

Eisavi, Ronak ^{[1
]}

Zeynizadeh, Behzad ^{[2
]}

机构：

[1] Payame Noor Univ, Dept Chem, POB 19395-3697, Tehran, Iran

[2] Urmia Univ, Fac Sci, Dept Chem, Orumiyeh 5756151818, Iran

来源：

PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS | 2016年 / 191卷 / 01期

关键词：

Alumina; epoxide; thiirane; thiourea; solvent-free; AMMONIUM THIOCYANATE; FACILE CONVERSION; OXIRANES; CATALYST; MILD; GEL; ALCOHOLS; ABSENCE; LIQUID; WATER;

D O I：

10.1080/10426507.2015.1085044

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

Solvent-free conversion of various epoxides to the corresponding thiiranes was carried out successfully with alumina-immobilized thiourea at room temperature. The reactions were completed within 2-9min to give thiiranes with 83-98% yields. The utilized alumina can be reused for several times without losing its activity.

引用

页码：65 / 69

页数：5

共 39 条

[1] Green synthesis of thiiranes from oxiranes under solvent- and catalyst-free conditions [J].

Akhlaghinia, Batool ;

Rahimizadeh, Mohammad ;

Eshghi, Hosein ;

Zhaleh, Sara ;

Rezazadeh, Soodabeh .

JOURNAL OF SULFUR CHEMISTRY, 2012, 33 (03) :351-361

[2] 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

[3] 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

[4] REACTION IN LOW HYDRATED SOLID-LIQUID HETEROGENEOUS MEDIUM - THIIRANES SYNTHESIS FROM EPOXIDES [J].

BOUDA, H ;

BORREDON, ME ;

DELMAS, M ;

GASET, A .

SYNTHETIC COMMUNICATIONS, 1987, 17 (08) :943-951

[5] SILICA-GEL ASSISTED SYNTHESIS OF THIIRANES [J].

BRIMEYER, MO ;

MEHROTA, A ;

QUICI, S ;

NIGAM, A ;

REGEN, SL .

JOURNAL OF ORGANIC CHEMISTRY, 1980, 45 (21) :4254-4255

[6] Alumina-supported formate for the hydrogenation of alkenes [J].

Danks, TN ;

Desai, B .

GREEN CHEMISTRY, 2002, 4 (02) :179-180

[7]

DITTMER DC, 1984, COMPREHENSIVE HETERO, V7, P132

[8] ZEOLITE MOLECULAR SIEVE 4Å: A REUSABLE CATALYST FOR FAST AND EFFICIENT CONVERSION OF EPOXIDES TO THIIRANES WITH THIOUREA [J].

Eisavi, Ronak ;

Zeynizadeh, Behzad ;

Baradarani, Mohammad Mehdi .

PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 2011, 186 (09) :1902-1909

[9] Aluminum tris (dodecyl sulfate) trihydrate Al(DS)3•3H2O as an efficient Lewis acid-surfactant-combined catalyst for organic reactions in water -: Efficient conversion of epoxides to thiiranes and to amino alcohols at room temperature [J].

Firouzabadi, Habib ;

Iranpoor, Nasser ;

Khoshnood, Abbas .

JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2007, 274 (1-2) :109-115

[10] A green protocol for the easy synthesis of thiiranes from epoxides using thiourea/silica gel in the absence of solvent [J].

Iranpoor, N ;

Firouzabadi, H ;

Jafari, AA .

PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 2005, 180 (08) :1809-1814

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