Studies On The Synthesis Of Cycloiminosulfoximine Derivatives

Sulfoximines are of exceeding interest among various research fields,which including synthetic organic chemistry,agrochemical,bioactive compounds,and medicinal chemistry.The sulfoximine group is highly stable,inert to hydrolysis,and displayed rigid structural configuration.As such,the sulfoximine functional group can be utilized in a wide range of applications,such as chiral auxiliaries in pharmaceutical agents,ligands in asymmetric catalysis,and directing groups in C-H activation reactions.This article mainly studied several synthetic methods toward the synthesize of heterocyclic iminosulfone derivatives.The main contents are divided as follows:In the first part,the recent synthetic methods for the synthesis of sulfoximine derivatives are summarized.The reactions that carried out at the N-H bond and the C-H bond of sulfoximines are described,and the mechanisms are briefly elucidated.In the second part,a copper-catalyzed multicomponent reaction of simple1-bromo-2-?S-methylsulfonimidoyl?benzenes with aldehydes and TMSN₃ in aqueous medium was reported,which selectively produce diverse thiadiazine-1-oxides in good to excellent yields.The readily available TMSN₃ was found to be a suitable N source and common aldehydes were employed as the annulations substrates,thus resulting in no external Ag salt,ligand,or base required in this reaction.It should be noted that only hot water was employed as the neat solvent,and Cu₂O as a catalyst under aerobic conditions.This novel methodology represents an environmentally benign and inexpensive avenue to deliver medicinally significant thiadiazine-1-oxides.In addition,this aqueous catalytic system could be circularly utilized in consecutive runs of scaled-up preparations of the bicyclic heterocyclic sulfoximines.In the third part,a palladium-catalyzed tandem annulation reaction of2-bromoiminosulfones with 2-bromophenylacetylenes and phenylacetylenes was developed.This reaction can deliver several types of cyclic sulfoximines in a one-pot protocol.The structure of the polyheterocyclic product was confirmed by X-ray diffraction analysis.