{"title":"高功能化吡唑的高效合成策略,包括基于三氯乙脒、炔和肼酰氯的脒骨架","authors":"Manijeh Nematpour","doi":"10.1002/jhet.70023","DOIUrl":null,"url":null,"abstract":"<div>\n \n <p>The synthesis of functionalized pyrazole-4-carboximidamide with appropriate yields through a novel four-component reaction from alkynes, hydrazonoyl chlorides, trichloroacetonitrile, and various anilines is a remarkable achievement in heterocycle chemistry. This strategy offers a direct and efficient route to access different pyrazoles with amidine substitution from readily available starting materials. The use of copper (I) as a catalyst, in DMF solvent, without adding a ligand, and with the help of ultrasonic conditions for 50 min at room temperature highlights the importance of transition metal catalysis in this process. The combination of available starting materials, mild reaction conditions, catalytic systems, and ease of purification procedures contributes to the attractiveness of this method for the synthesis of diverse new substituted pyrazoles, including an amidine skeleton.</p>\n </div>","PeriodicalId":194,"journal":{"name":"Journal of Heterocyclic Chemistry","volume":"62 10","pages":"1104-1110"},"PeriodicalIF":2.0000,"publicationDate":"2025-08-13","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Efficient Synthetic Strategies for Highly Functionalized Pyrazole Including an Amidine Skeleton Based on Trichloroacetamidine, Alkynes, and Hydrazonoyl Chlorides\",\"authors\":\"Manijeh Nematpour\",\"doi\":\"10.1002/jhet.70023\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<div>\\n \\n <p>The synthesis of functionalized pyrazole-4-carboximidamide with appropriate yields through a novel four-component reaction from alkynes, hydrazonoyl chlorides, trichloroacetonitrile, and various anilines is a remarkable achievement in heterocycle chemistry. This strategy offers a direct and efficient route to access different pyrazoles with amidine substitution from readily available starting materials. The use of copper (I) as a catalyst, in DMF solvent, without adding a ligand, and with the help of ultrasonic conditions for 50 min at room temperature highlights the importance of transition metal catalysis in this process. The combination of available starting materials, mild reaction conditions, catalytic systems, and ease of purification procedures contributes to the attractiveness of this method for the synthesis of diverse new substituted pyrazoles, including an amidine skeleton.</p>\\n </div>\",\"PeriodicalId\":194,\"journal\":{\"name\":\"Journal of Heterocyclic Chemistry\",\"volume\":\"62 10\",\"pages\":\"1104-1110\"},\"PeriodicalIF\":2.0000,\"publicationDate\":\"2025-08-13\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Journal of Heterocyclic Chemistry\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://onlinelibrary.wiley.com/doi/10.1002/jhet.70023\",\"RegionNum\":3,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q2\",\"JCRName\":\"CHEMISTRY, ORGANIC\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Journal of Heterocyclic Chemistry","FirstCategoryId":"92","ListUrlMain":"https://onlinelibrary.wiley.com/doi/10.1002/jhet.70023","RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q2","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
Efficient Synthetic Strategies for Highly Functionalized Pyrazole Including an Amidine Skeleton Based on Trichloroacetamidine, Alkynes, and Hydrazonoyl Chlorides
The synthesis of functionalized pyrazole-4-carboximidamide with appropriate yields through a novel four-component reaction from alkynes, hydrazonoyl chlorides, trichloroacetonitrile, and various anilines is a remarkable achievement in heterocycle chemistry. This strategy offers a direct and efficient route to access different pyrazoles with amidine substitution from readily available starting materials. The use of copper (I) as a catalyst, in DMF solvent, without adding a ligand, and with the help of ultrasonic conditions for 50 min at room temperature highlights the importance of transition metal catalysis in this process. The combination of available starting materials, mild reaction conditions, catalytic systems, and ease of purification procedures contributes to the attractiveness of this method for the synthesis of diverse new substituted pyrazoles, including an amidine skeleton.
期刊介绍:
The Journal of Heterocyclic Chemistry is interested in publishing research on all aspects of heterocyclic chemistry, especially development and application of efficient synthetic methodologies and strategies for the synthesis of various heterocyclic compounds. In addition, Journal of Heterocyclic Chemistry promotes research in other areas that contribute to heterocyclic synthesis/application, such as synthesis design, reaction techniques, flow chemistry and continuous processing, multiphase catalysis, green chemistry, catalyst immobilization and recycling.