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

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Iodonium(III) Ylide: An Iodoalkylation Reagent with Aryne

The Journal of Organic Chemistry, Journal Year: 2025, Volume and Issue: unknown

Published: Feb. 5, 2025

A tandem Hexadehydro-Diels–Alder (HDDA)/[2 + 2] cycloaddition/aryl migration reaction of iodonium ylide with tetrayne is described, in which served as a unique double bond and reacted aryne to form four-membered iodonium(III) cycle, then converted iodoarene after aryl group from iodine adjacent carbon. This strategy allows the efficient construction fully substituted compounds.

Language: Английский

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Sustainable and scalable one-pot synthesis of diaryliodonium salts

Chemical Communications, Journal Year: 2025, Volume and Issue: unknown

Published: Jan. 1, 2025

Two one-pot syntheses of diaryliodonium triflates are presented, rendering the production these electrophilic arylating agents more sustainable.

Language: Английский

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Ortho-Hydroxy-Substituted Diaryliodonium Salts Enabled Intramolecular Aryliodonium Rearrangement in Synthesis of Ortho-Iodo Diaryl Ethers

The Journal of Organic Chemistry, Journal Year: 2025, Volume and Issue: unknown

Published: April 15, 2025

A new family of ortho-hydroxy-substituted diaryliodonium salts was synthesized with 1-acetoxy-2-iodobenzenes, in which the acetyl group cleaved a one-pot synthesis. The ortho-hydroxyl-substituted underwent further intramolecular aryl migration reaction, giving ortho-iodo diaryl ethers either or without presence bases.

Language: Английский

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