Visible-Light-Driven Sulfonylation/Cyclization of 1,5-Enynes with Sulfonyl Chlorides via Catalytic TBAI EDA Complexes: Access to 4-Cyano-1-sulfonyl Naphthalenes

Key Points

• The aim is to develop a photocatalytic method for the selective radical cyclization of 1,5-enynes to create naphthalene derivatives.
• Utilized a metal-free catalytic approach with TBAI to form EDA complexes.
• Achieved cyclization through 6-endo or 5-exo-trig pathways.
• Conducted in a one-pot transformation allowing for simultaneous reactions.
• Successfully synthesized 4-cyano-1-sulfonyl naphthalenes using sulfonyl chlorides.
• Showed broad substrate scope and excellent tolerance for various functional groups.
• Demonstrated efficient formation of both C-S and C-C bonds.

Abstract