Trichloromethylation Of Benzene And Difluoroalkytion Of Alkyl Sulfoxide

This paper consists of two projects including trichloromethylation of oxazoline with benzyne,and difluoroalkylation of alkyl sulfoxide with difluoroenol silyl ethers.The brief introduction of these two projects is given as follow:1.Benzyne mediated multi-component reactions have attracted great atttentions from synthetic community.This type of reactions can directly construct complex moleculars thus exhibiting the merits of step economy.This project developed a benzyne-mediated three-component reaction,allowing stereoselective trichloromethylation of chiral oxazolines with benzyne and chloroform.The reaction features simple operation,mild conditions,good to excellent stereoselectivity,and broad substrate scope.2.Pummerer reaction is a classic protocol for preparation of ?-substituted sulfur compounds.Traditional Pummerer reaction relies heavily on the use of base and Lewis acid additives.In contrast,we have found that under the influence of fluorine substituents,Pummerer reaction between alkyl sulfoxides and difluoroenol silyl ethers can proceed smoothly in the absence of any additive.The reaction is ooperational simple and has excellent functional group compatibility,and thus can be used for direct difluoroalkylation of complex drug or biologically active molecules.