Polystyrene-supported 1,5,7-triazabicyclo[4.4.0]dec-5-ene as an efficient and reusable catalyst for the thiolysis of 1,2-epoxides under solvent-free conditions

被引：44

作者：

Fringuelli, F ^{[1
]}

Pizzo, F ^{[1
]}

Vittoriani, C ^{[1
]}

Vaccaro, L ^{[1
]}

机构：

[1] Univ Perugia, Dipartimento Chim, CEMIN, Ctr Eccellenza Mat Innovat Nanostrutturati, I-06123 Perugia, Italy

来源：

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2006年 / 2006卷 / 05期

关键词：

supported catalysts; solvent-free reactions; 1,2-epoxides; thiolysis; green chemistry;

D O I：

10.1002/ejoc.200500791

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Polystyrene-supported 1,5,7-triazabicyclo[4.4.0]dec-5-ene (PS-TBD) is an effective basic catalyst for the thiolysis of the 1,2-epoxides 1a-e by the aryl- and alkyl-substituted thiols 2A-E under solvent-free conditions while its activity is remarkably reduced in MeCN. The reactions are totally anti-diastereoselective and generally highly C-beta regioselective. The corresponding hydroxy sulfides have been isolated in excellent yields and the catalyst has been easily recovered and reused with no loss in terms of efficiency and selectivity of the process. ((c) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2006).

引用

页码：1231 / 1236

页数：6

共 78 条

[1] SYNTHESIS AND EVALUATION OF 4-(SUBSTITUTED THIO)-4-ANDROSTENE-3,17-DIONE DERIVATIVES AS POTENTIAL AROMATASE INHIBITORS [J].