Abstract
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.
基金项目
国家自然科学基金(82130103)
国家自然科学基金(U1804283)
国家自然科学基金(21801067)
Central Plains Scholars and Scientists Studio Fund(2018002)
河南省自然科学基金(202300410225)
河南省自然科学基金(222102310562)
Henan Postdoctoral Science Foundation(202103087)
Henan Key Laboratory of Organic Functional Molecules and Drug Innovation()
维普
万方数据