Transition Metal-Catalyzed C-H Bond Arylation And Amidation Of Ferrocene Thioamides

Ferrocene and its derivatives exhibit unique physical and chemical properties due to their unique chemical structure and have a wide range of applications in many fields.Transition metal-catalyzed C-H bond activation is an important research component in modern organic synthesis,which aims to expand the scope of organic synthesis by selectively breaking C-H bond and replacing the hydrogen atoms on the C-H bond with other functional groups,thus allowing the efficient and selective synthesis of diverse organic compounds.The core work of this paper is the arylation and amidation of ferrocene thioamides by C-H bond activation under different transition metal catalysis using ferrocene thioamides as substrates.The specific study is divided into three main parts as follows.Part Ⅰ:A variety of transition metal-catalyzed functionalization reactions of ferrocene derivatives were summarized,specifically noble metal catalysts such as palladium,rhodium and iridium,and abundant metal catalysts such as cobalt and copper.Part Ⅱ:Cp*Rh(Ⅲ)-catalyzed C-H bond arylation of ferrocene thioamides with arylboronic acids.The reaction was catalyzed by using the commercially available transition metal catalyst[Cp*RnCl2]2,and the ferrocene thioamides arylation product was obtained in 87%yield under mild reaction conditions without any diarylation by-products.The reaction has a wide range of substrates to produce the desired product in moderate yields at the gram level,and the conversion of the target product was achieved,offering potential for the preparation of other organic compounds.Part Ⅲ:Ni(Ⅱ)-catalyzed C-H bond amination of ferrocene thioamides with dioxazolones.The reaction was catalyzed by using the prolific metal catalyst NiBr2(PPh3)2.After an initial screening of the conditions,the target product was obtained in 56%yield,and further optimization of the conditions to improve the yield is required next.This reaction provides an alternative approach for the synthesis of ferrocene derivatives.