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取代四氰基环丙烷的新方法:通过唯一的溴直接作用实现羰基与丙二腈的一锅串联组装。

New way to substitute tetracyanocyclopropanes: one-pot cascade assembling of carbonyls and malononitrile by the only bromine direct action.

作者信息

Vereshchagin Anatolii N, Elinson Michail N, Stepanov Nikita O, Nikishin Gennady I

机构信息

Homolytic Reactions Research Laboratory, N. D. Zelinsky Institute of Organic Chemistry, Leninsky prospect 47, 119991 Moscow, Russia.

出版信息

ISRN Org Chem. 2011 Jul 26;2011:469453. doi: 10.5402/2011/469453. eCollection 2011.

Abstract

formation of cyclopropanes from carbonyl compounds and CH acid by the only bromine direct action. The action of aqueous bromine on the carbonyl compounds and malononitrile in EtOH-H2O solutions in the presence of NaOAc results in the formation of 3-substituted 1,1,2,2-tetracyanocyclopropanes in 48-93% yields. The latter are well-known precursors for the different bicyclic heterosystems, among them those containing cyclopropane ring and those possessing different types of pharmacological activity.

摘要

通过仅溴的直接作用由羰基化合物和碳氢酸形成环丙烷。在醋酸钠存在下,溴水对乙醇 - 水混合溶液中的羰基化合物和丙二腈的作用会导致以48 - 93%的产率形成3 - 取代的1,1,2,2 - 四氰基环丙烷。后者是不同双环杂环体系的众所周知的前体,其中包括含有环丙烷环的体系以及具有不同类型药理活性的体系。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/15b0/3767204/0d032f20344d/ISRN.OC2011-469453.001.jpg

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本文引用的文献

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