Scientific Insights – Alvioralab

Pummerer Rearrangement: Mechanism, Scope, and Synthetic Applications

An introduction to activation of sulfoxides, thionium-ion formation, nucleophile capture, and practical uses of the Pummerer rearrangement in synthesis.

Interrupted Pummerer Reactions in Heterocycle Synthesis

A practical overview of interrupted Pummerer pathways and how intramolecular nucleophiles can be used to construct sulfur-containing and fused heterocycles.

Schmidt Rearrangement: Reaction Pathways and Substrate Scope

Explore the Schmidt rearrangement of carbonyl compounds and carboxylic acid derivatives, including migration behavior and nitrogen-containing products.

Wagner-Meerwein Rearrangement in Carbocation Chemistry

A concise guide to 1,2-alkyl and hydride migration, ring expansion, and skeletal reorganization through carbocation intermediates.

Wolff Rearrangement and Ketene Formation

Review photochemical, thermal, and metal-mediated Wolff rearrangements of α-diazocarbonyl compounds and the synthetic use of ketene intermediates.

Selecting a Rearrangement Strategy for Complex Molecules

Key questions for selecting between ionic, sulfur-mediated, azide-based, and diazo-based rearrangements during route development.