期刊
ACS MEDICINAL CHEMISTRY LETTERS
卷 14, 期 5, 页码 672-680出版社
AMER CHEMICAL SOC
DOI: 10.1021/acsmedchemlett.3c00072
关键词
Wolff rearrangement; Favorskii rearrangement; Beckmann rearrangement; Fries rearrangement; Claisen rearrangement; photo-flow chemistry
In recent years, photochemistry has become increasingly important in academia and the pharmaceutical industry. Continuous-flow chemistry has helped overcome the issues of long photolysis times and light penetration reduction, making photochemical rearrangements more controlled and efficient. This article highlights the benefits of flow chemistry in photochemical rearrangements and showcases recent advances in the synthesis of pharmaceutically relevant substructures using photo-rearrangements in continuous flow.
In recent years, photochemistry has increasingly emerged as an enabling methodology in both academia and the pharmaceutical industry. Long photolysis times and the gradual reduction of light penetration remained for many years unsolved issues for photochemical rearrangements, triggering the generation of highly reactive species in an uncontrolled fashion and causing the formation of multiple side products. The emergence of continuous-flow chemistry significantly helped to overcome these issues, thus prompting the implementation of photo-flow-based approaches for the generation of pharmaceutically relevant substructures. This Technology Note highlights the benefits of flow chemistry for photochemical rearrangements, including Wolff, Favorskii, Beckmann, Fries, and Claisen rearrangements. We showcase recent advances for photo-rearrangements in continuous flow applied to the synthesis of privileged scaffolds and active pharmaceutical ingredients.
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