Halonium and Chalconium Salt-Catalyzed Schiff Condensation: Kinetics and DFT Insights into Organocatalyst Activity Parameters

Organic & Biomolecular Chemistry, Journal Year: 2025, Volume and Issue: unknown

Published: Jan. 1, 2025

Chalconium and halonium salts catalyze Schiff condensation. Kinetic data DFT calculations show that the catalytic activity correlates with maximum electrostatic potential on σ-holes, whereas other factors are less significant.

Language: Английский

(Vinyl triflimide)benziodolium Salts: Palladium-Catalyzed Cascade Reactions toward Unsymmetrical Benzils

Organic Letters, Journal Year: 2025, Volume and Issue: unknown

Published: May 28, 2025

(Vinyl triflimide)benziodolium salts were developed as new hypervalent iodine reagents. A cascade of diarylation/oxidation reactions with the benziodolium was accomplished in presence palladium catalysts. The reaction exhibits extensive compatibility readily available arylboronic acids, giving a diverse array benzyl derivatives good yields. benzils can serve versatile intermediates fine chemical synthesis.

Language: Английский

Basicity‐Controlled Reactivity of meta‐OTf‐Substituted Diaryliodonium Salts for Direct Arylation or Diels‐Alder Cycloaddition of Pyrrole Derivatives

Asian Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: unknown

Published: June 5, 2024

Abstract In this study, we explored the reactivity of meta ‐trifluoromethanesulfonate (OTf) substituted diaryliodonium salts under alkaline conditions. Two distinct pathways with direct arylation pyrrole derivatives and Diels‐Alder cycloaddition via aryne intermediates, have been found upon relative alkalinity strength potassium carbonates or hydroxides. This approach offers a straightforward efficient route to synthesize heterocyclic aromatics mild reaction conditions tolerance various functional groups.

Language: Английский