A facile synthesis of 1,3,4-oxadiazoles and 1,3,4-oxadiazoles-d_(5) via[4+1]cyclization of ClCF_(2)COONa with non-amine compounds containing amino groups is developed.Of note,this is the first time that halofluorinate...A facile synthesis of 1,3,4-oxadiazoles and 1,3,4-oxadiazoles-d_(5) via[4+1]cyclization of ClCF_(2)COONa with non-amine compounds containing amino groups is developed.Of note,this is the first time that halofluorinated compounds are used as C1 synthon to construct deuterated nitrogen-heterocyclic compounds.The current protocol features simple operation,readily accessible raw materials,wide substrate scope and valuable products.展开更多
Ortho-sulfur substituted arylphosphine oxides and arylphosphonates are the precursors of orthosulfurated arylphosphanes,which are widely utilized as ligands in transition metal-catalyzed reactions.However,efficient sy...Ortho-sulfur substituted arylphosphine oxides and arylphosphonates are the precursors of orthosulfurated arylphosphanes,which are widely utilized as ligands in transition metal-catalyzed reactions.However,efficient synthetic methods to access such compounds are sparse.Herein,highly valuable ortho-sulfur substituted arylphosphine oxides and arylphosphonates were constructed via difunctionalization of aryne precursors with P(O)H and elemental sulfur.This method avoids the use of transition metal catalysts and corrosive phosphorus chloride.The synthetic utility of this reaction is further demonstrated by the reduction of the synthesized products to access monophosphine ligands and their applications in cross-coupling reactions.Moreover,by introducing an alkyne moiety into the P(O)H substrate,cyclic sulfur-containing phosphines could be obtained in a one-pot reaction,which represents a new P,S structure that is inaccessible by known strategies.展开更多
基金Financial support from the National Natural Science Foundation of China(Nos.21772046,2193103)the Guangdong Provincial Key Laboratory of Catalysis(No.2020B121201002)Subsidized Project for Cultivating Postgraduates’Innovative Ability in Scientific Research of Huaqiao University。
文摘A facile synthesis of 1,3,4-oxadiazoles and 1,3,4-oxadiazoles-d_(5) via[4+1]cyclization of ClCF_(2)COONa with non-amine compounds containing amino groups is developed.Of note,this is the first time that halofluorinated compounds are used as C1 synthon to construct deuterated nitrogen-heterocyclic compounds.The current protocol features simple operation,readily accessible raw materials,wide substrate scope and valuable products.
基金Financial support from National Natural Science Foundation of China(grant nos.21772046 and 21931013)the Natural Science Foundation of Fujian Province of China(grant nos.2019J05095 and 2022J02009)the Promotion Program for Young and Middle-aged Teacher in Science and Technology Research of Huaqiao University(grant no.ZQN-705),and Open Research Fund of School of Chemistry and Chemical Engineering,Henan Normal University are gratefully acknowledged.The authors also thank the Instrumental Analysis Center of Huaqiao University for analysis support.Y.Guo thank the Subsidized Project for Cultivating Postgraduates’Innovative Ability in Scientific Research of Huaqiao University.
文摘Ortho-sulfur substituted arylphosphine oxides and arylphosphonates are the precursors of orthosulfurated arylphosphanes,which are widely utilized as ligands in transition metal-catalyzed reactions.However,efficient synthetic methods to access such compounds are sparse.Herein,highly valuable ortho-sulfur substituted arylphosphine oxides and arylphosphonates were constructed via difunctionalization of aryne precursors with P(O)H and elemental sulfur.This method avoids the use of transition metal catalysts and corrosive phosphorus chloride.The synthetic utility of this reaction is further demonstrated by the reduction of the synthesized products to access monophosphine ligands and their applications in cross-coupling reactions.Moreover,by introducing an alkyne moiety into the P(O)H substrate,cyclic sulfur-containing phosphines could be obtained in a one-pot reaction,which represents a new P,S structure that is inaccessible by known strategies.
