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Updated: May 12, 2025

Preparation of Stable Bicyclic Aziridinium Ions and Their Ring-Opening for the Synthesis of Azaheterocycles
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作为有前途的抗疟疾药物,N替代的桥梁亚佐化物作为有前途的抗疟疾药物

Paolo Coghi1,2, Ivan A Yaremenko3, Parichat Prommana4

  • 1School of Pharmacy, Macau University Science and Technology, Avenida Wai Long, Taipa, Macau, 999078, China.

ChemMedChem
|April 17, 2025
PubMed
概括

新的氨基氧化物显示出强大的抗疟疾活性,可以对抗Plasmodium falciparum. 化合物22显示出高效率和低毒性,为抗疟疾药物开发提供了一个有前途的新途径.

关键词:
氨基氧化物 氨基氧化物癌症 癌症 癌症 癌症 癌症细胞毒性 细胞毒性疟疾 疟疾 是一种疾病.过氧化物 过氧化物

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The reaction of weakly electrophilic aryldiazonium (also called arenediazonium) salts with highly activated aromatic compounds leads to the formation of products with an —N=N— link, called an azo linkage. This reaction, presented in Figure 1, is known as diazo coupling and occurs without the loss of the nitrogen atoms of the aryldiazonium salt. Highly activated aromatic compounds such as phenols or arylamines favor the diazo coupling reaction. The coupling generally occurs at the...
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In the Sandmeyer reaction, for example, the diazonio group is replaced by a chloro, bromo,...
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Nitrous acid, a weak acid, is prepared in situ via the reaction of sodium nitrite with a strong acid under cold conditions. This nitrous acid prepared in situ reacts with primary arylamines to form arenediazonium salts. Such reactions are known as diazotization reactions. As shown in Figure 1, the formation of arenediazonium salts begins with the decomposition of nitrous acid in an acidic solution to give nitrosonium ions.
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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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Direct alkylation of ammonia produces polyalkylated amines, along with a quaternary ammonium salt. To exclusively prepare primary amines, the azide synthesis method can be used.
Azide ions act as good nucleophiles and react with unhindered alkyl halides to form alkyl azides. Alkyl azides do not participate in further nucleophilic substitution reactions, thereby eliminating the chances of polyalkylated products. Alkyl azides are reduced by hydride-based reducing agents, like lithium aluminum...
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