Carbon–sulfur bond formation via photochemical strategies: An efficient method for the synthesis of sulfur-containing compounds

Insight on Mercapto-Coumarins: Synthesis and Reactivity

“…Coumarins (2 H -1-benzopyran-2-ones) are an elite class of compounds present in various natural products, and they have wide applications, viz ., as additives in food [ 1 , 2 ], perfumes [ 3 ], cosmetics [ 4 ], and pharmaceuticals [ 5 , 6 ], as well as in the preparation of optical brighteners [ 7 ], dispersed fluorescent [ 8 , 9 , 10 ] and laser dyes [ 11 ], and useful medicinal products [ 12 , 13 ]. On the other hand, the carbon–sulfur bond formation plays an important role in organic synthesis [ 14 , 15 , 16 , 17 ]. The introduction of the thiol group to organic structures has emerged as an important tool in medicinal chemistry and chemical biology [ 18 , 19 , 20 , 21 ].…”

Copper(I)-Catalyzed Sandmeyer-Type S-Arylation of 1-Thiosugars with Aryldiazonium Salts under Mild Conditions

“…The inherent electrophilicity of aryldiazonium salts allows the coupling reactions under mild conditions without ligands and additives. Recently, we have demonstrated the palladium-catalyzed aryldiazonium salt-mediated synthesis of aryl C -glycosides and α-aryl ketones from vinyl ethers. − Besides C–C bond-forming reactions, aryldiazonium salts were also employed in the C–S bond-forming reactions . In particular, the coupling of aryldiazonium salts with aryl thiols (i.e., the Stadler–Ziegler reaction) is widely explored for the preparation of various diaryl sulfides .…”

Metal-free photo-induced sulfidation of aryl iodide and other chalcogenation

“…In the past few years, the photoredox transition metal-catalyzed C-S cross-coupling between aryl halides and thiols/disulfides have been widely developed, in which a series of Cu, Ni, Pd, and Rh transition metals are still utilized as catalysts (Figure 2C). (Uyeda et al, 2013;Wang et al, 2013;Johnson et al, 2016;Jouffroy et al, 2016;Jouffroy et al, 2016;Oderinde et al, 2016;Li et al, 2020;Sandfort et al, 2020;Brahmachari et al, 2021;Qin et al, 2021;Yang et al, 2021) Meanwhile, A series of photo-induced transition-metal and photosensitizer free C−S cross-coupling methods has been developed (Bunnett and Creary, 1974;Liu et al, 2017;Pramanik et al, 2020;Dawei Cao et al, 2021;Nandy et al, 2021;Saroha et al, 2021;Shun Wang et al, 2021;Uchikura et al, 2021;Wang et al, 2022). For the metal-free synthesis of aryl sulfides, Hong and co-workers developed a convergent, organocatalytic visible-light-mediated process for the synthesis of diaryl sulfides (Hong et al, 2017).…”

“…In the past few years, the photoredox transition metal-catalyzed C–S cross-coupling between aryl halides and thiols/disulfides have been widely developed, in which a series of Cu, Ni, Pd, and Rh transition metals are still utilized as catalysts ( Figure 2C ). ( Uyeda et al, 2013 ; Wang et al, 2013 ; Johnson et al, 2016 ; Jouffroy et al, 2016 ; Jouffroy et al, 2016 ; Oderinde et al, 2016 ; Li et al, 2020 ; Sandfort et al, 2020 ; Brahmachari et al, 2021 ; Qin et al, 2021 ; Yang et al, 2021 )…”