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Reactions of Carbon Disulfide withC-nucleophiles

 

作者: Wolf-Dieter Rudorf,  

 

期刊: Sulfur reports  (Taylor Available online 1991)
卷期: Volume 11, issue 1  

页码: 51-141

 

ISSN:0196-1772

 

年代: 1991

 

DOI:10.1080/01961779108048763

 

出版商: Taylor & Francis Group

 

关键词: Dithiocarboxylation;dithioesters;ketene dithioacetals

 

数据来源: Taylor

 

摘要:

The aim of this review is to present reactions of carbon disulfide withC-nucleophiles which form carbon-carbon bonds. Compounds with an activated methyl or methylene group react, in the presence of a base, as carbanions with the electrophile carbon disulfide to give dithiocarboxylates which can be converted to ketene dithioacetals on treatment with excess alkylation reagent. Acidification affords dithiocarboxylic acids. Bases of low nucleophilicity because of steric hindrance and sodium hydride, respectively, are often used for the deprotonation steps.

 

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