Chemoselective desulfurization-fluorination/bromination of carbonofluoridothioates for the O-trifluoromethylation and O-bromodifluoromethylation of alcohols  

作　　者：Jie Liu Haonan Xiang Lvqi Jiang Wenbin Yi 

机构地区：[1]School of Chemical Engineering,Nanjing University of Science and Technology,Nanjing,210094,China [2]Key Laboratory of Organofluorine Chemistry,Shanghai Institute Organic Chemistry,Chinese Academy of Sciences,Shanghai,200032,China

出　　处：《Science China Chemistry》2021年第8期1372-1379,共8页中国科学（化学英文版）

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);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.

摘　　要：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.

关 键 词：carbonofluoridothioates trifluoromethyl ethers bromodifluoromethyl ethers FLUORINATION alkyl 

分 类 号：TQ460.1[化学工程—制药化工]