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This research aims to explore a rapid iodonium Claisen rearrangement for functionalizing alkenyl iodanes.

Millisecond Aliphatic Iodonium‐Claisen Rearrangement Enabling Dual Functionalization of Alkenyl Iodanes

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Demonstrates rapid dual functionalization of alkenyl iodanes using iodonium Claisen rearrangement, indicating new synthetic pathways.

This research aims to explore a rapid iodonium Claisen rearrangement for functionalizing alkenyl iodanes.
Conducted aliphatic iodonium Claisen rearrangements at −78 °C.
Utilized a variety of nucleophiles including allyl silanes and stannyl nitriles.
Investigated the mechanistic details of rapid reaction kinetics.
Achieved rearrangement completion in less than 0.1 seconds.
Expanded substrate scope and product diversity through new nucleophile interactions.
Mechanistic studies confirmed a significant influence of hypervalent iodine on reaction speed and selectivity.

Huang et al. (2026) studied this question.

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View Full Paper

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Authors

Demonstrates rapid dual functionalization of alkenyl iodanes using iodonium Claisen rearrangement, indicating new synthetic pathways.

This research aims to explore a rapid iodonium Claisen rearrangement for functionalizing alkenyl iodanes.
Conducted aliphatic iodonium Claisen rearrangements at −78 °C.
Utilized a variety of nucleophiles including allyl silanes and stannyl nitriles.
Investigated the mechanistic details of rapid reaction kinetics.
Achieved rearrangement completion in less than 0.1 seconds.
Expanded substrate scope and product diversity through new nucleophile interactions.
Mechanistic studies confirmed a significant influence of hypervalent iodine on reaction speed and selectivity.

Huang et al. (2026) studied this question.

View Full Paper

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