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Microwave-Assisted Preparation of 1-Aryl-1H-pyrazole-5-amines
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通过HFIP介导的多组分反应:合成与Pyrazole相关的Thiazole衍生物

Riddhiman Banerjee1, Danish Ali1, Nurabul Mondal1

  • 1Department of Chemistry, Indian Institute of Technology Patna, Patna 801106, India.

The Journal of organic chemistry
|March 14, 2024
PubMed
概括

一种新的绿色合成方法使用易于获得的原料创建了新的与皮拉结合的醇分子. 这种一反应是高效的,避免恶劣的条件,并产生医学上重要的混合化合物.

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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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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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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.
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