An efficient copper-catalyzed trifluoromethylation of substituted phthalic anhydrides using （trifluoromethyl） trimethylsilane （Me3SiCF3） as a nucleophilic trifluoromethylating reagent in the presence of 1,10-phena...An efficient copper-catalyzed trifluoromethylation of substituted phthalic anhydrides using （trifluoromethyl） trimethylsilane （Me3SiCF3） as a nucleophilic trifluoromethylating reagent in the presence of 1,10-phenanthroline and KF, followed by quenching the reaction mixture with water has been developed. A possible mechanism was suggested.展开更多
Herein,a method for synthesizing various alkyl trifluoromethyl and alkyl bromodifluoromethyl ethers using carbonofluoridothioates(R-OC(=S)F)as precursors has been described.Carbonofluoridothioates were obtained upon t...Herein,a method for synthesizing various alkyl trifluoromethyl and alkyl bromodifluoromethyl ethers using carbonofluoridothioates(R-OC(=S)F)as precursors has been described.Carbonofluoridothioates were obtained upon the reaction of an alcohol and S=CF_(2) generated via the decomposition of an SCF_(3) anion,and then selectively transformed into their corresponding trifluoromethyl and bromodifluoromethyl ethers upon changing the reaction conditions.This transformation has also been extended to the one-pot,two-step conversion of alcohols into alkyl trifluoromethyl ethers.A series of alkyl bromodifluoromethyl ethers has also been synthesized.These compounds open up a new avenue for the synthesis of a wide range of useful fluorinated products.In addition,this method is suitable for the late-stage introduction of trifluoromethyl ethers in complex small molecules.展开更多
基金Acknowledgement We are grateful for financial supports from the National Natural Science Foundation of China （Nos. 21072057, 21272070）, the 973 Program （No. 2010CB126101）, the Key Project in the National Science ＆ Technology Pillar Program of China in the twelfth five-year plan period （No. 2011BAE06B05）.
文摘An efficient copper-catalyzed trifluoromethylation of substituted phthalic anhydrides using （trifluoromethyl） trimethylsilane （Me3SiCF3） as a nucleophilic trifluoromethylating reagent in the presence of 1,10-phenanthroline and KF, followed by quenching the reaction mixture with water has been developed. A possible mechanism was suggested.
基金This work was supported by the National Natural Science Foundation of China(21776138,22078161)the Fundamental Research Funds for the Central Universities(30920021124,30918011314)+2 种基金the Natural Science Foundation of Jiangsu(BK20180476)the Postdoctoral Science Foundation Funded Project(2019M661848)the Priority Academic Program Development of Jiangsu Higher Education Institutions,and the Center for Advanced Materials and Technology in Nanjing University of Science and Technology.
文摘Herein,a method for synthesizing various alkyl trifluoromethyl and alkyl bromodifluoromethyl ethers using carbonofluoridothioates(R-OC(=S)F)as precursors has been described.Carbonofluoridothioates were obtained upon the reaction of an alcohol and S=CF_(2) generated via the decomposition of an SCF_(3) anion,and then selectively transformed into their corresponding trifluoromethyl and bromodifluoromethyl ethers upon changing the reaction conditions.This transformation has also been extended to the one-pot,two-step conversion of alcohols into alkyl trifluoromethyl ethers.A series of alkyl bromodifluoromethyl ethers has also been synthesized.These compounds open up a new avenue for the synthesis of a wide range of useful fluorinated products.In addition,this method is suitable for the late-stage introduction of trifluoromethyl ethers in complex small molecules.
