Issue 29, 2024

Synthesis of alcohols: streamlined C1 to Cn hydroxyalkylation through photoredox catalysis

Abstract

Naturally occurring and readily available α-hydroxy carboxylic acids (AHAs) are utilized as platforms for visible light-mediated oxidative CO2-extrusion furnishing α-hydroxy radicals proved to be versatile C1 to Cn 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.

Graphical abstract: Synthesis of alcohols: streamlined C1 to Cn hydroxyalkylation through photoredox catalysis

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Article information

Article type
Edge Article
Submitted
23 apr 2024
Accepted
05 jun 2024
First published
13 jun 2024
This article is Open Access

All publication charges for this article have been paid for by the Royal Society of Chemistry
Creative Commons BY-NC license

Chem. Sci., 2024,15, 11337-11346

Synthesis of alcohols: streamlined C1 to Cn hydroxyalkylation through photoredox catalysis

F. Pasca, Y. Gelato, M. Andresini, G. Romanazzi, L. Degennaro, M. Colella and R. Luisi, Chem. Sci., 2024, 15, 11337 DOI: 10.1039/D4SC02696A

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