Tunable Synthesis of Pyrazolo Oxepines, Pyrazolo Thiophenes and 1 H ‐Indazoles Using Alkylation, Aldol Condensation and Thermal Rearrangement

Base‐mediated alkylation of 1‐alkyl/aryl‐5‐hydroxy/mercapto‐1 H ‐pyrazole‐4‐carbaldehydes with functionalized 3‐bromo‐prop‐1‐enes and 3‐bromo‐1‐(arylsulfonyl)propenes followed by intra‐molecular cyclization afforded regioselective pyrazolo oxepines, pyrazolo thiophenes, and 1 H indazoles respectivel...

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Veröffentlicht in:ChemistrySelect (Weinheim) 2024-06, Vol.9 (23)
Hauptverfasser: Pitchai, Manivel, Ulaganathan, Sankar, Reddy, Thirupala, Chikkananjaiah, Nanjundaswamy Kanikahalli, Venkateshappa, Suresh Shagathur, Byri, Vijay Kumar, Akunuri, Arun, Pavan, Mysore S., Vetrichelvan, Muthalagu, Mathur, Arvind, Gupta, Anuradha
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Sprache:eng
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Zusammenfassung:Base‐mediated alkylation of 1‐alkyl/aryl‐5‐hydroxy/mercapto‐1 H ‐pyrazole‐4‐carbaldehydes with functionalized 3‐bromo‐prop‐1‐enes and 3‐bromo‐1‐(arylsulfonyl)propenes followed by intra‐molecular cyclization afforded regioselective pyrazolo oxepines, pyrazolo thiophenes, and 1 H indazoles respectively, with good to excellent yields. This protocol paves the way for the development of syntheses of interesting biologically active scaffolds.
ISSN:2365-6549
2365-6549
DOI:10.1002/slct.202401941