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硝基亚乙烯与乙烯砜的劳胡特-库里尔反应。

Rauhut-Currier reaction of nitroalkenes with vinyl sulfones.

机构信息

Department of Chemistry, Indian Institute of Technology Bombay, Mumbai 400 076, India.

出版信息

J Org Chem. 2013 May 17;78(10):5073-7. doi: 10.1021/jo400528j. Epub 2013 Apr 30.

Abstract

The Rauhut-Currier reaction between nitroalkenes and vinyl sulfones has been successfully carried out for the first time. The reaction proceeds in the presence of an imidazole/LiCl catalyst system in dioxane to provide the adducts possessing a synthetically useful 1-bis-sulfonyl-3-nitroalkene moiety in good to excellent yield. A one-pot transformation of the products to β-sulfonyl-α,β-unsaturated ketoximes has also been demonstrated.

摘要

硝基亚乙烯基砜与硝基亚乙烯基砜之间的 Rauhut-Currier 反应首次成功进行。该反应在咪唑/LiCl 催化剂体系存在下于二氧六环中进行,以提供具有合成有用的 1-双磺酰基-3-硝基亚乙烯基部分的加合物,收率良好至优秀。还证明了产物到β-磺酰基-α,β-不饱和酮肟的一锅转化。

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