Easy and environmentally friendly uncatalyzed synthesis of β-hydroxy arylsulfides by thiolysis of 1,2-epoxides in water

被引：56
作者：
Fringuelli, F [1 ]
Pizzo, F [1 ]
Tortoioli, S [1 ]
Vaccaro, L [1 ]
机构：
[1] Univ Perugia, Dept Chem, I-06100 Perugia, Italy
来源：
GREEN CHEMISTRY | 2003年 / 5卷 / 04期
关键词：
D O I：
10.1039/b303011c
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
The title compounds were prepared via thiolysis of alkyloxiranes by arylthiols in basic aqueous medium at 30degreesC. The nucleophilic addition is anti diastereoselective and occurs on the less substituted carbon of the oxirane ring. The aqueous medium was reused and crystalline sulfides were isolated by filtration carrying out a solventless process. The protocol was used for a one-pot synthesis of hexahydrodibenzo[1,4] oxathiepinone 9.
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页码：436 / 440
页数：5
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