Work

Electrochemical Regioselective Chalcogenocyclizations of 2‐Alkynylbenzamides in Flow

Year: 2026

Type: article

Abstract: Electrochemical activation plays a key role in boosting substrate reactivity and directing unique cyclization patterns through the nature of intermediates. We report regioselective electrochemical selenocyclizations of ortho ‐alkynylbenzamides using diphenyl dichalcogenides in flow. The method enables exclusive 6‐ endo ‐dig cyclizations under mild and metal‐free conditions. Cyclic voltammetry and control experiments reveal that the oxidation potential of the substrates governs product selectivity. Mechanistic studies suggest that electrophilic selenium species activate alkynes via seleniranium intermediates. This sustainable approach offers a scalable route to selenium‐containing heterocycles with high selectivity and efficiency.

Source: ChemElectroChem

DOI: 10.1002/celc.202500471

Authors: Hanaa Gieman, Sagar Arepally, Thomas Wirth

Institution: Cardiff University

Language: English

Topic: Organoselenium and organotellurium chemistry

Subfield: Toxicology

Field: Pharmacology, Toxicology and Pharmaceutics

Domain: Life Sciences

Open Access status: gold

Estimated APC paid: $2,750

Funders: Saudi Arabia Cultural Bureau in London, Engineering and Physical Sciences Research Council, School of Chemistry, Cardiff University