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Direct Fluoroacylation of Indole with Perfluoroalkyl Iodides

Guizhao Wang, Nianhua Yu, Ying Wen, Faqiang Leng

2023Organic Letters14 citationsDOI

Abstract

Functionalization of perfluoroalkyl compounds has shown huge potential in synthetic chemistry and drug development. Herein, we report a one-pot tandem perfluoroalkylation–defluorination reaction of indole, perfluoroalkyl iodide, and water in the presence of Na 2 S 2 O 4 . A wide array of indole derivatives were efficiently accessed with good yields under mild reaction conditions. The reaction is believed to undergo perfluoroalkylation and follow the defluorination hydrolysis pathway. This study represents an alternative approach for defluorination functionalization.

Topics & Concepts

ChemistryIndole testSurface modificationIodideTandemCombinatorial chemistryHydrolysisOrganic chemistryReaction conditionsCatalysisMaterials scienceComposite materialPhysical chemistryFluorine in Organic ChemistrySynthesis and Reactions of Organic CompoundsSynthesis and Biological Evaluation
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