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Synthesis of Hypervalent Iodonium Alkynyl Triflates for the Application of Generating Cyanocarbenes
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Synthesis of alcohols: streamlined C1 to Cn hydroxyalkylation through photoredox catalysis
Francesco Pasca1, Yuri Gelato1, Michael Andresini1
1Department 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.
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.
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