Synthesis of alcohols: streamlined C1 to C n hydroxyalkylation through photoredox catalysis.

Autor: Pasca F; Department of Pharmacy-Drug Sciences, Flow Chemistry and Microreactor Technology FLAME-Lab University of Bari 'A. Moro' Via E. Orabona 4 70125 Bari Italy marco.colella@uniba.it renzo.luisi@uniba.it., Gelato Y; Department of Pharmacy-Drug Sciences, Flow Chemistry and Microreactor Technology FLAME-Lab University of Bari 'A. Moro' Via E. Orabona 4 70125 Bari Italy marco.colella@uniba.it renzo.luisi@uniba.it., Andresini M; Department of Pharmacy-Drug Sciences, Flow Chemistry and Microreactor Technology FLAME-Lab University of Bari 'A. Moro' Via E. Orabona 4 70125 Bari Italy marco.colella@uniba.it renzo.luisi@uniba.it., Romanazzi G; DICATECh Politecnico di Bari Via E. Orabona 4 Bari 70125 Italy., Degennaro L; Department of Pharmacy-Drug Sciences, Flow Chemistry and Microreactor Technology FLAME-Lab University of Bari 'A. Moro' Via E. Orabona 4 70125 Bari Italy marco.colella@uniba.it renzo.luisi@uniba.it., Colella M; Department of Pharmacy-Drug Sciences, Flow Chemistry and Microreactor Technology FLAME-Lab University of Bari 'A. Moro' Via E. Orabona 4 70125 Bari Italy marco.colella@uniba.it renzo.luisi@uniba.it., Luisi R; Department of Pharmacy-Drug Sciences, Flow Chemistry and Microreactor Technology FLAME-Lab University of Bari 'A. Moro' Via E. Orabona 4 70125 Bari Italy marco.colella@uniba.it renzo.luisi@uniba.it.
Jazyk: angličtina
Zdroj: Chemical science [Chem Sci] 2024 Jun 13; Vol. 15 (29), pp. 11337-11346. Date of Electronic Publication: 2024 Jun 13 (Print Publication: 2024).
DOI: 10.1039/d4sc02696a
Abstrakt: Naturally occurring and readily available α-hydroxy carboxylic acids (AHAs) are utilized as platforms for visible light-mediated oxidative CO 2 -extrusion furnishing α-hydroxy radicals proved to be versatile C1 to C n hydroxyalkylating agents. The direct decarboxylative Giese reaction (DDGR) is operationally simple, not requiring activator or sacrificial oxidants, and enables the synthesis of a diverse range of hydroxylated products, introducing connectivity typically precluded from conventional polar domains. Notably, the methodology has been extended to widely used glycolic acid resulting in a highly efficient and unprecedented C1 hydroxyhomologation tactic. The use of flow technology further facilitates scalability and adds green credentials to this synthetic methodology.
Competing Interests: There are no conflicts to declare.
(This journal is © The Royal Society of Chemistry.)
Databáze: MEDLINE
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