Practical C–P bond formation via heterogeneous photoredox and nickel synergetic catalysis

Visible-Light-Induced Nickel-Catalyzed P(O)–C(sp2) Coupling Using Thioxanthen-9-one as a Photoredox Catalysis

“…Recently, much attention has been focused on the visible-light-driven P­(O)–C­(sp 2 ) bond formation . The group of Xiao and Lu reported the visible-light-induced nickel-catalyzed phosphonylation of aryl halides using expensive and/or toxic [Ru­(bpy) 3 ] 2+ or CdS as the photoredox catalyst . Che, Yu, and co-workers established a photocatalyst-free visible-light-mediated C­(sp 2 )–P­(O) bond formation from diarylphosphine oxides with heteroaromatic chlorides or bromides in the presence of KO t Bu .…”

Recent advances in photochemical construction of aromatic C–P bonds via C–hetero bond cleavage

“…In 2019, the Xiao group developed an efficient cross-coupling of aryl bromides and chlorides with H -phosphonates via CdS/Ni synergetic catalysis (Scheme 8). 24 A series of triarylphosphine oxides and aryl phosphates were obtained in high yields under mild reaction conditions with broad substrate scopes and recyclable photocatalysts. Upon irradiation of light, the P-centered radical 7-C was generated from H -phosphonate 7-2 via oxidation of the excited CdS photocatalyst.…”

“…In 2019, the Xiao group developed an efficient cross-coupling of aryl bromides and chlorides with H-phosphonates via CdS/Ni synergetic catalysis (Scheme 8). 24 A series of triarylphosphine oxides and aryl phosphates were obtained in high yields under mild reaction conditions with broad substrate scopes and recyclable photocatalysts. Upon irradiation of light, the P-centered radical By applying the same strategy (i.e., semiconductor heterogeneous photoredox/nickel dual catalysis), in 2020, Hosseini-Sarvari and co-workers reported a cross-coupling of aryl iodides with diarylphosphine oxides, synthesizing a variety of triarylphosphine oxides 8-3 in 71%-93% yields (Scheme 9).…”

A stable and recyclable Z-scheme g-C3N4/rGO/BiVO4 heterojunction photocatalyst for site-selective C-3 formylation of indoles with methanol as a formyl source under visible light

“…27 These heterogeneous photocatalysts could be easily isolated and reused compared with homogeneous catalysts. 28 Moreover, the photoexcited electrons and holes (charge carriers) could bypass the external redox reagent to complete the chemical conversion. From the above studies, we conceived an idea that heterogeneous semiconductors may be used as photocatalysts for the formylation of indoles with cheap and easily available methanol under mild conditions.…”