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使用五硫化二磷和六甲基二硅氧烷的试剂组合进行硫代反应。

Thionation with the reagent combination of phosphorus pentasulfide and hexamethyldisiloxane.

作者信息

Curphey Thomas J

机构信息

Department of Pathology, Dartmouth Medical School, Hanover, New Hampshire 03755, USA.

出版信息

J Org Chem. 2002 Sep 6;67(18):6461-73. doi: 10.1021/jo0256742.

DOI:10.1021/jo0256742
PMID:12201768
Abstract

The combination of P4S10 and hexamethyldisiloxane efficiently converts esters, lactones, amides, lactams, and ketones to their corresponding thiono derivatives. In the presence of elemental sulfur, 3-oxoesters are converted to dithiolethiones by this reagent. Yields are comparable to or superior to those obtained with Lawesson's reagent. The method has the advantage that reagent-derived byproducts may be removed by a simple hydrolytic workup or by filtration through silica gel, rather than by chromatography, as required for Lawesson's reagent.

摘要

P4S10与六甲基二硅氧烷的组合能有效地将酯、内酯、酰胺、内酰胺和酮转化为相应的硫代衍生物。在元素硫存在下,该试剂可将3-氧代酯转化为二硫代硫酮。产率与用劳森试剂得到的产率相当或更高。该方法的优点是,试剂衍生的副产物可以通过简单的水解后处理或通过硅胶过滤除去,而不像劳森试剂那样需要通过色谱法除去。

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