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Acid-Mediated Intramolecular Cyclizations of ( N -Aryl)-acetylenic Sulfonamides: Synthesis of Fused and Spirocyclic Sultams.

Raji Reddy ChadaAnjali RathaurBanoth Karuna Sagar
Published in: The Journal of organic chemistry (2024)
Herein, we report acid-mediated divergent annulations of ( N -aryl)-alkynyl sulfonamides. The substituent at the para position of the N -aryl group determines two diverse reaction paths, leading to the selective assembly of benzo-fused sultams and spirocyclic sultams. This strategy provides a series of benzo/spiro-sultams with wide functional group compatibility and good to excellent yields under mild reaction conditions. Additionally, scale-up reaction and further transformations of the products were also carried out to demonstrate the utility of the protocol.
Keyphrases
  • electron transfer
  • high resolution
  • energy transfer