Synthesis And Application Of Sulfones And Sulfoxides Using Visible Light Photoredox Catalysis

Sulfone and sulfoxide compounds play important roles in medicine,agriculture,and industry due to their biological characteristics and extensive synthetic applications.They are also very important in organic synthesis and are key intermediates in the synthesis of many natural products.So the synthesis and application of sulfone and sulfoxide compounds have important research value.This thesis mainly combines visible light catalysis with the synthesis and application of sulfone and sulfoxide compounds.The main work includes the following parts:(1)Visible-light promoted aerobic difunctionalization of alkenes with sulfonyl hydrazides for the synthesis of β-keto/hydroxyl sulfonesIn this chapter,we have developed a method for the synthesis of β-keto / hydroxysulfone by sulfonyl hydrazide and oxidative difunctionalization of olefin under visible light without metal involvement and sulfonyl hydrazide is used as a sulfur source.This reaction avoids the use of metal catalysts and oxidants,and is environmentally friendly.(2)Para-selective boronation of monosubstituted aromatic hydrocarbons using sulfoxide mediatorsIn this chapter,we propose a strategy to introduce a transient medium to achieve para-functionalization of monosubstituted aromatic hydrocarbons.Highly para-selective sulfonation of monosubstituted aromatic hydrocarbons was achieved using phenoxathiine or thianthrene sulfoxide as a transient medium,followed by photocatalytic in-situ conversion using arylsulfonium to achieve para-selective functionalization of monosubstituted aromatic hydrocarbons.This method uses a one-pot method to achieve para-boration of monosubstituted aromatic hydrocarbons,has excellent selectivity and good functional group compatibility.