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Updated: Jun 27, 2025

A Direct, Regioselective and Atom-Economical Synthesis of 3-Aroyl-N-hydroxy-5-nitroindoles by Cycloaddition of 4-Nitronitrosobenzene with Alkynones
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A Direct, Regioselective and Atom-Economical Synthesis of 3-Aroyl-N-hydroxy-5-nitroindoles by Cycloaddition of 4-Nitronitrosobenzene with Alkynones

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ニッケル結合により,以前は入手不可能な7-アザ-2,3-インドリンの分離と反応性が可能になる

Jenna N Humke1, Roman G Belli1, Erin E Plasek1

  • 1Department of Chemistry, University of Minnesota, Minneapolis, MN, USA.

Science (New York, N.Y.)
|April 25, 2024
PubMed
まとめ

研究者はニッケル複合体を用いて,緊張した5つ組のN-ヘテロアリンを安定させた. この画期的な発見により 医薬品と材料科学における 価値あるN-ヘテロアロマティック化合物の 新合成経路が実現しました

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meta-Directing Deactivators: –NO2, –CN, –CHO, –⁠CO2R, –COR, –CO2H01:13

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All meta-directing substituents are deactivating groups. These substituents withdraw electrons from the aromatic ring, making the ring less reactive toward electrophilic substitution. For example, the nitration of nitrobenzene is 100,000 times slower than that of benzene because of the deactivating effect of the nitro group. The first step in an electrophilic aromatic substitution is the addition of an electrophile to form a resonance-stabilized carbocation. The energy diagrams for...
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In the Sandmeyer reaction, for example, the diazonio group is replaced by a chloro, bromo,...
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Arenediazonium substitution reactions occur when the diazonium group is substituted by various functional groups such as halides, hydroxyl, nitrile, etc. For instance, arenediazonium salts react with copper(I) salts of chloride, bromide, or cyanide to form corresponding aryl chlorides, bromides, and nitriles. These reactions are named Sandmeyer reactions. Although the mechanism of this reaction is complicated, as illustrated in Figure 1, they are believed to progress via an aryl copper...
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