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Visible-light induced transition-metal and photosensitizer-free conversion of aldehydes to acyl fluorides under mild conditions

Yatao Lang, Xinlong Han, Xiangjun Peng, Zhong Zheng, Chao‐Jun Li, Huiying Zeng

2022Green Synthesis and Catalysis26 citationsDOIOpen Access PDF

Abstract

Acyl fluorides are powerful synthons for acylation with wide application in the synthesis of valued compounds, especially peptides. Herein, a practical and catalyst-free method for the synthesis of acyl fluorides from aldehydes via C(sp2)–H fluorination is reported. This method enables the conversion of both aliphatic and aromatic aldehydes into acyl fluorides in good to excellent yields by visible-light under mild conditions in the absence of transition-metal and external photosensitizer. A variety of functional groups were well tolerated for this transformation. This green method provides a practical pathway to synthesize acyl fluorides under mild conditions.

Topics & Concepts

SynthonAcylationPhotosensitizerChemistryCatalysisTransition metalVisible spectrumCombinatorial chemistryAcyl groupReaction conditionsOrganic chemistryPhotochemistryGroup (periodic table)Materials scienceOptoelectronicsSulfur-Based Synthesis TechniquesFluorine in Organic ChemistryRadical Photochemical Reactions