Work

Site‐Selective γ‐Trihalomethylation and γ‐Dihalomethylidenation of Silyl Dienol Ethers under Organophotoredox Catalysis

Year: 2024

Type: article

Abstract: as ready available sources of trihalomethyl radicals. This method operates under mild and metal-free photocatalyzed conditions and enables the access to γ-trihalomethylated enals with complete regioselectivity in up to 71 % isolated yield. Importantly, this protocol is easily adapted to the selective one-pot synthesis of the corresponding γ-dihalomethylidenated enals in up to 49 % overall yield. Mechanistic studies are in favor of a radical chain propagation initiated by an oxidative quenching of the photocatalyst.

Source: Chemistry - A European Journal

DOI: 10.1002/chem.202403598

Authors: Camille Banoun, Flavien Bourdreux, Emmanuel Magnier, Guillaume Dagousset

Institutions: Centre National de la Recherche Scientifique, Université de Versailles Saint-Quentin-en-Yvelines, Université Paris-Saclay, Institut Lavoisier de Versailles, Biomolécules : Conception, Isolement, Synthèse

Language: English

Topic: Radical Photochemical Reactions

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: hybrid

Estimated APC paid: $4,640

Funder: Agence Nationale de la Recherche