首页|Palladium-catalyzed multi components oxy-aminofluorination and aminofluorination of gem-difluoroalkenes
Palladium-catalyzed multi components oxy-aminofluorination and aminofluorination of gem-difluoroalkenes
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Organofluorine compounds are widely used in the realm of drug discovery and material science.Herein,we developed palladium catalyzed intermolecular aminofluorination and oxy-aminofluorination of gem-difluoroalkenes with N-fluorobenzenesulfonimide(NFSI),in which NFSI was used as the nitrogen source and oxidant.The reaction provides an efficient and straightforward synthesis route of a series of α-trifluoromethyl benzylic amines.Notably,three/four components oxy-aminofluorination processes were realized to give α-trifluoromethyl benzylic ether with a terminal amino group,which proceed through C(sp3)-O bond cleavage of easily available ether and simultaneous introduced a fluorine,an amino and an oxy substituent in one pot with excellent regioselectivity.The divergent reactivity not only included the incorporation of one ether molecular,but also much more challenged two ether insertion with excel-lent selectivity through succession C(sp3)-O bonds cleavage.This protocol allows for concise synthesis of high value amines with fluoroalkyl-substituents and selectively transformation of easily available ethers by high-valent palladium catalysis.
PalladiumMulti componentsAminofluorinationOxy-aminofluorinationC(sp3)-O bond cleavage
Fen Wu、Xin Li、Junbiao Chang、Dachang Bai
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State Key Laboratory of Antiviral Drugs,NMPA Key Laboratory for Research and Evaluation of Innovative Drug,Key Laboratory of Green Chemical Media and Reactions,Ministry of Education,School of Chemistry and Chemical Engineering,Pingyuan Laboratory,Henan Normal University,Xinxiang 453007,China
State Key Laboratory of Organometallic Chemistry,Shanghai Institute of Organic Chemistry,Chinese Academy of Sciences,Shanghai 200032,China
国家自然科学基金国家自然科学基金国家自然科学基金Central Plains Scholars and Scientists Studio Fund河南省自然科学基金河南省自然科学基金Henan Postdoctoral Science FoundationHenan Key Laboratory of Organic Functional Molecules and Drug Innovation
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