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亚砜用亚硫酰氯和三苯基膦脱氧为硫化物:与 Pummerer 反应的竞争。

Deoxygenation of sulfoxides to sulfides with thionyl chloride and triphenylphosphine: competition with the pummerer reaction.

机构信息

Department of Chemistry, Kwangwoon University, Seoul 139-701, Republic of Korea.

出版信息

J Org Chem. 2013 Jun 21;78(12):6328-31. doi: 10.1021/jo4008157. Epub 2013 Jun 11.

DOI:10.1021/jo4008157
PMID:23724848
Abstract

Although a number of methods have been developed to reduce sulfoxides to sulfides, many of these processes are limited by side reactions, low yields, poorly available reagents, or harsh reaction conditions. We recently studied the reaction of various sulfoxides with SOCl2 and Ph3P. We were able to obtain the corresponding sulfides in excellent yields (>90%) when aliphatic and aromatic sulfoxides were treated with SOCl2 as a catalyst and Ph3P in THF at room temperature.

摘要

尽管已经开发出许多方法将亚砜还原为硫化物,但许多这些方法都受到副反应、产率低、试剂不易获得或苛刻的反应条件的限制。我们最近研究了各种亚砜与 SOCl2 和 Ph3P 的反应。当脂肪族和芳香族亚砜用 SOCl2 作为催化剂和 Ph3P 在 THF 中于室温下处理时,我们能够以优异的收率(>90%)获得相应的硫化物。

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