Work

Homologative 1,3‐Functionalization of Alkenes via an Iodomethyl Thianthrenium Reagent

Year: 2025

Type: article

Abstract: Despite tremendous progress in alkene 1,2-difunctionalization, analogous methods to generate 1,3-patterns from alkenes remain limited. Recently, Silvi and co-workers reported a homologative strategy to transform alkenes into 1,3-dielectrophiles (DOI: https://doi.org/10.1002/anov.70005). They introduce a novel iodomethyl thianthrenium salt as a precursor to methyl thianthrenium radical, which adds across unactivated alkenes. Substitution of the 1,3-dielectrophiles delivers a general homologative alkene difunctionalization platform.

Source: Angewandte Chemie International Edition

DOI: 10.1002/anie.202519207

Authors: Caitlin M. Panos, Adrian D. Matthews, Zachary K. Wickens

Institution: University of Wisconsin–Madison

Language: English

Topic: Radical Photochemical Reactions

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: bronze

Funders: National Science Foundation, National Science Foundation Graduate Research Fellowship Program

Awards: G4307208066, Graduate Research Fellowship Program (GRFP), CAREER: Electron-primed photocatalysis as a platform to expand aryl radical reactions