Synthesis of thiiranes from oxiranes in water using polymeric cosolvents

被引：31

作者：

Tamami, B ^{[1
]}

Kolahdoozan, M ^{[1
]}

机构：

[1] Shiraz Univ, Dept Chem, Shiraz 71454, Iran

来源：

TETRAHEDRON LETTERS | 2004年 / 45卷 / 07期

关键词：

polymeric cosolvent; oxirane; thiirane;

D O I：

10.1016/j.tetlet.2003.12.014

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Poly(vinylamine) (PVA) and poly(allylamine) (PAA) were prepared and used as polymeric cosolvents. Oxiranes were converted efficiently to the corresponding thiiranes under mild reaction conditions in water with ammonium thiocyanate (NH4SCN) using these polymeric cosolvents. The polymeric cosolvents are reusable. (C) 2003 Elsevier Ltd. All rights reserved.

引用

收藏

页码：1535 / 1537

页数：3

相关论文

共 32 条

[1] 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

[2] SYNTHESIS OF THIIRANES FROM EPOXIDES IN THE PRESENCE OF THIOUREA IN A WEAKLY HYDRATED ORGANIC MEDIUM [J].

BOUDA, H ;

BORREDON, ME ;

DELMAS, M ;

GASET, A .

SYNTHETIC COMMUNICATIONS, 1989, 19 (3-4) :491-500

[3] 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

[4] FACILE CONVERSION OF OXIRANES TO THIIRANES BY PHOSPHINE SULFIDES - SCOPE, STEREOCHEMISTRY, AND MECHANISM [J].

CHAN, TH ;

FINKENBI.JR .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1972, 94 (08) :2880-&

[5]

FOWIRSKI AF, 1979, J ORG CHEM, V44, P2369

[6] Conversion of epoxides to thiiranes with thiourea or ammonium thiocyanate catalyzed with poly(4-vinyl pyridine)-Ce(OTf)4 [J].

Iranpoor, N ;

Tamami, B ;

Shekarriz, M .

SYNTHETIC COMMUNICATIONS, 1999, 29 (19) :3313-3321

[7]

Iranpoor N, 1996, SYNTHESIS-STUTTGART, P821

[8] Conversion of epoxides to thiiranes catalyzed with TiO(TFA)2 and TiCl3(OTf) in the presence of ammonium thiocyanate or thiourea [J].

Iranpoor, N ;

Zeynizadeh, B .

SYNTHETIC COMMUNICATIONS, 1998, 28 (21) :3913-3918

[9] Stereospecific formation of S(-) styrene sulfide: Efficient conversion of epoxides to thiiranes catalysed with Ru(III) [J].

Iranpoor, N ;

Kazemi, F .

TETRAHEDRON, 1997, 53 (33) :11377-11382

[10]

JANKOWSKI K, 1972, SYNTH-INT J METHODS, P627

← 1 2 3 4 →