Study On 3+2 Cycloreaction And Oxidative Coulpling Reactions Of Cyclohexenyl Iodonium Tetrafluorobotate

Heterocyclic compoundshave been widely used in the field of biological medicines and organic chemistry,which have attracted the attention of researchers in many fields.Common heterocyclic drugs containbrain protective agent for the treatment of edaravone,blood disease and Ai Zupopa for the treatment of type two diabetes and other serious troglitazone.At the same time,chiral heterocyclic compounds can also be used as chiral auxiliaries,chiral ligands and chiral catalysts in organic chemistry in asymmetric synthesis.The most direct method for preparing the heterocyclic compounds is cycloaddition.In recent years,there have been a lot of reports about the high valence iodized salt of cyclohexene as a good 3+2 cycloaddition reaction.The cyclohexenyl iodized salt has been successfully applied to the synthesis of Guanacastepenes N and Guanacastepenes O with high yield and selectivity.In this paper,the cyclohexenyl iodonium tetrafluorobotate was synthesized.Then,the 3+2 cycloadditions of the iodonium with the 2-mercaptobenzothiazole and the chloro benzaldehyde respectively,provided a series of heterocyclic compounds.The structures of the new compounds were confirmed by GC-MS and NMR examination.And the yield was raised to an ideal level.In addition,sixteen kinds ofderivatives covering a variety of functional groups were extended.The 3+2 cycloadditionoffers a broad substrate scope with a mild condition,and has a good functional tolerance.Further exploration of the oxidative coupling reaction with cyclohexenyl iodonium tetrafluorobotate as oxidantwas also investigated.The oxidative coupling reaction of benzaldehyde oxime and n-butyl lithium provided a new method to generate C-N bond.In addition,nine examples are extended with a good functional tolerance.