Visible-light Promoted Formation Of C-C,C-P And C-S Bonds With The Participation Of Bromoalkynes

Visible-light promoted organic chemical transformation conforms to the development concept of green and sustainable chemistry,and is widely used in organic synthesis.Most photoreactions should be carried out in the presence of photocatalyst,which had expensive value or difficult to be synthesized.Therefore,it is still significant to achieve chemical transformation under photocatalyst-free conditions.My work mainly study is focused on the visible-light-promoted formation of C–C and C–P Bonds derived from the evolution of bromoalkynes under additive-free conditions,meanwhile,multicomponent reactions of bromoalkynes with sulfinic acids or sodium arylsulfinates were also developed under visible-light irradiation without additives and photocatalysts.It should be noted that no formation of EDA complex was found during the above photo-transformations procedure.Details as following:1.We have achieved the C-C bond coupling of bromoalkynes in the presence of visible-light irradiation without photocatalysts or additives,and a series of gem-dibromonated conjugated enyne products were obtained.When secondary phosphine oxide was involved in the reaction,the head-to-tail coupling of bromoalkynes would be halted,and the C-P bond cross-coupling reaction of bromoalkynes and secondary phosphine oxides was realized.2.We have developed a method to synthesize α,α-bis-sulfonyl arylketones via a visible-light-promoted multicomponent cascade reaction of bromoalkynes with sulfinic acids in the absence of photocatalysts and other additives.Replacing sulfinic acids with sodium arylsulfinates results in another multicomponent reaction to construct a multisubstituted conjugated dienes.In addition,a possible reaction mechanism was given by the results of control experiments.