替代四氰环丙烷的新方法:通过唯一的溴直接作用,对羰基和丙二腈进行一步级联组装。

ISRN Organic Chemistry Pub Date : 2011-07-26 eCollection Date: 2011-01-01 DOI:10.5402/2011/469453
Anatolii N Vereshchagin, Michail N Elinson, Nikita O Stepanov, Gennady I Nikishin
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引用次数: 0

摘要

发现了一种新型的化学级联反应:仅在溴的直接作用下,由羰基化合物和 CH 酸生成环丙烷。在 NaOAc 存在的 EtOH-H2O 溶液中,溴水作用于羰基化合物和丙二腈,生成 3-取代的 1,1,2,2-四氰基环丙烷,产率为 48-93%。后者是众所周知的不同双环杂环的前体,其中包括含有环丙烷环的杂环和具有不同药理活性的杂环。
本文章由计算机程序翻译,如有差异,请以英文原文为准。

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

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

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

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

The new type of the chemical cascade reaction was found: 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.

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