Work

Halogen Bonding‐Mediated Radical Cyclisation of Aryl Halides

Year: 2026

Type: article

Abstract: Aryl halides are convenient, stable precursors to synthetically versatile aryl radicals, but the generation of the latter typically requires either stoichiometric tin/silicon reagents or precious metal photocatalysts, in both cases typically under conditions of high dilution. Here, we show that tertiary amines can mediate reductive cyclisations of aryl halides under photochemical conditions by (i) facilitating generation of aryl radicals through formation of photo‐active halogen bonding complexes, and (ii) acting as a source of mild terminal reductant. The absence of strong stoichiometric reductants allows the reactions to be conducted under untypically concentrated conditions without competing bimolecular aryl halide reduction, with associated benefits for productivity and sustainability metrics.

Source: Advanced Synthesis & Catalysis

DOI: 10.1002/adsc.70709

Authors: Emma L. Jones, Rachel Kahan, Prithvi Vangal, A. John Blacker, Charlotte E. Willans, Stephen P. Marsden

Institutions: University of Leeds, CatScI (United Kingdom), AstraZeneca (United Kingdom), University of York

Language: English

Topic: Radical Photochemical Reactions

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: hybrid

Estimated APC paid: $4,650

Funders: AstraZeneca, Engineering and Physical Sciences Research Council