Copper‐Catalyzed Chemoselective Synthesis of Pyrazolo‐Sulfonamide: Impact of Solvent on Nitro‐Pyrazole Reactivity

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 li...

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Published in:	European journal of organic chemistry
Main Authors:	Saha, Rana, Dutta, Swarnendu, Das, Arka, Jana, Rajarshi, Sonar, Krutika, Gupta, Sreya, Bhowmik, Subhendu
Format:	Journal Article
Language:	English
Published:	19-11-2024
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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 nucleoside.
AbstractList	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 nucleoside.
Author	Dutta, Swarnendu Jana, Rajarshi Das, Arka Bhowmik, Subhendu Sonar, Krutika Saha, Rana Gupta, Sreya
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