Cs 2 CO 3 ‐Promoted aza‐Michael Addition of ( E )‐ β ‐Iodovinyl Sulfones with 5‐Amino‐1 H ‐pyrazole‐4‐carbaldehydes and Anthranilic Acids/Amides: Synthesis of 5‐Sulfonylpyrazolo[3,4‐ b ]pyridines and 3‐Sulfonyl‐4‐quinolones
Authors:
- 25 April 2025
- journal article
- Published by Wiley in Asian Journal of Organic Chemistry
- Vol. 14 (6)
Abstract
Metal‐free tandem synthesis of 5‐sulfonyl‐pyrazolo[3,4‐ b ]pyridines and 3‐sulfonyl‐4‐quinolones is accomplished by reacting 5‐amino‐1 H ‐pyrazole‐4‐carbaldehydes/carboxylic acids and anthranilic acids/amides independently with ( E )‐ β ‐iodovinyl sulfones in presence of Cs 2 CO 3 involving [4+2] cycloaddition. The reaction proceeds via an aza‐Michael addition followed by intramolecular cyclization forming a new C─N and C─C bonds. This is the first protocol to synthesize title products using ( E )‐ β ‐iodovinyl sulfones as a key synthon.Keywords
Funding Information
- Arthritis National Research Foundation (EEQ/2021/000039)
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