{"title":"Copper-Catalyzed Chemoselective Synthesis of Pyrazolo-Sulfonamide: Impact of Solvent on Nitro-pyrazole Reactivity","authors":"Subhendu Bhowmik, RANA SAHA, Swarnendu Dutta, Arka Das, Rajarshi Jana, Krutika Sonar, Sreya Gupta","doi":"10.1002/ejoc.202401097","DOIUrl":null,"url":null,"abstract":"Abstract: This study presents a copper-catalyzed, solvent-dependent method for the rapid and efficient synthesis of N-pyrazolo-sulfonamides directly from nitro-pyrazole and sulfonyl hydrazide under microwave conditions. The reaction exhibits notable solvent effects in pyrazole’s reactivity. The ionic liquid DBU-AcOH triggered the reactivity of 4-nitro-pyrazole, whereas the reaction in PEG proceeded selectively at the 3- & 5-positions of pyrazole. Key applications of this method include the gram-scale synthesis of pyrazolo-sulfonamide, sulfaphenazole analogue and sulfonamide","PeriodicalId":167,"journal":{"name":"European Journal of Organic Chemistry","volume":"1 1","pages":""},"PeriodicalIF":2.5000,"publicationDate":"2024-10-21","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"European Journal of Organic Chemistry","FirstCategoryId":"92","ListUrlMain":"https://doi.org/10.1002/ejoc.202401097","RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q2","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
引用次数: 0
Abstract
Abstract: This study presents a copper-catalyzed, solvent-dependent method for the rapid and efficient synthesis of N-pyrazolo-sulfonamides directly from nitro-pyrazole and sulfonyl hydrazide under microwave conditions. The reaction exhibits notable solvent effects in pyrazole’s reactivity. The ionic liquid DBU-AcOH triggered the reactivity of 4-nitro-pyrazole, whereas the reaction in PEG proceeded selectively at the 3- & 5-positions of pyrazole. Key applications of this method include the gram-scale synthesis of pyrazolo-sulfonamide, sulfaphenazole analogue and sulfonamide
期刊介绍：
The European Journal of Organic Chemistry (2019 ISI Impact Factor 2.889) publishes Full Papers, Communications, and Minireviews from the entire spectrum of synthetic organic, bioorganic and physical-organic chemistry. It is published on behalf of Chemistry Europe, an association of 16 European chemical societies.
The following journals have been merged to form two leading journals, the European Journal of Organic Chemistry and the European Journal of Inorganic Chemistry:
Liebigs Annalen
Bulletin des Sociétés Chimiques Belges
Bulletin de la Société Chimique de France
Gazzetta Chimica Italiana
Recueil des Travaux Chimiques des Pays-Bas
Anales de Química
Chimika Chronika
Revista Portuguesa de Química
ACH—Models in Chemistry
Polish Journal of Chemistry.
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