Work

Proton‐Coupled Electron Transfer Processes in the Decarboxylative Synthesis of C‐4 Substituted Chroman‐2‐Ones

Year: 2025

Type: article

Abstract: Chroman-2-one derivatives are biologically relevant structures that present interesting pharmacological and biological properties, being the C-4 alkylated derivatives of particular interest. The methods described in the literature allow the C-4 functionalization of coumarins with secondary and tertiary alkyl radicals, as well as aryl radicals produced under reduc-tive photocatalytic conditions. Herein, we present a method that allows the introduction of primary alkyl radicals pre-pared through the oxidative-PCET ring opening of cycloalkanols under very mild reaction conditions. The method pre-sents a broad scope and can be carried out on a large scale under photo-flow conditions. Moreover, mechanistic investiga-tions allow the corroboration of de decarboxylation under polar conditions.

Source: Advanced Synthesis & Catalysis

DOI: 10.1002/adsc.70174

Authors: Ewelina Kowalska, Benedetta Carli, José Alemán, Leyre Marzo, Anna Albrecht

Institutions: Lodz University of Technology, Universidad Autónoma de Madrid

Language: English

Topic: Radical Photochemical Reactions

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: hybrid

Estimated APC paid: $4,650

Funders: Narodowe Centrum Nauki, Narodowym Centrum Nauki, Politechnika Lódzka