Study On The Synthesis Of Sulfones And ?,?-Difluoro-?-lactams

Sulfone compounds and their derivatives are important intermediates in organic synthetic chemistry.Aryl sulfone compounds are widely used in the fields of medicine and play an important role in organic synthetic chemistry.The synthesis of aryl sulfones has been paid much attention by researchers.In the past few decades,there have been reported many methods for the synthesis of sulfones.Such as,the oxidation of thioethers,direct sulfonylation of aryl groups in the presence of strong acids,reaction of sulfonates with organolithium,etc.However,these methods generally have drawbacks as the Friedel-Crafts sulfonylation is limited to arenes bearing electron-donating substituents.For sulfide oxidation,the use of odoriferous and hazardous thiols is a major concern.Thus,the development of a new,mild,and regiospecific S-N bond cleavage reaction of the sulfonyl azides for incorporating a sulfonyl group into simple arenes,which extends beyond traditional sulfonylation method,remains unexplored.In this paper,a trifluoromethanesulfonic acid(TfOH)-promoted Friedel-Crafts type sulfonylation reaction was performed here for rapid access to a series of sulfone derivatives,with inactivated arenes serving as the electrophilic receptor and the sulfonyl azides serving as the sulfonyl group donor,via a regiospecific S-N bond cleavage reaction at ambient temperature(AT).The use of this method in the construction of aryl sulfone compounds has also been explored.Organic selenium compounds play an important role in both organic synthsis research and industrial production.On the one hand,it is an important organic synthsis intermediate;on the other hand,organic selenium compounds play an important role in antioxidant,anti-tumor,anti-viral diseases,anti-cancer agents activity and food additives,it can also mimic enzyme-catalyzed biological templates and has important functions in biochemistry and medicinal chemistry.Since the introduction of fluorine atoms has been found by scientific researchers,which can greatly change the biological activity of compounds,the methods of how to introduce fluorine atoms into organic molecules has been widely reported by researchers.In this paper,we simultaneously introduce organic selenium compounds and difluoromethyl groups into organic molecules for the first time,which can obtain organic molecules with selenization and difluoromethylation meanwhile.This new method of selenization and difluoromethylation provides a reference for the expansion of new drug active molecules and makes the foundation for the industrial application of such compounds.