An efficient method has been developed for photocatalytic P­(O)–C­(sp2) coupling of (hetero)­aryl halides with H-phosphine oxides or H-phosphites under the irradiation of visible light or sunlight. The thioxanthen-9-one/nickel dual catalysis mediates this phosphonylation to give arylphosphine oxides and arylphosphonates in moderate to excellent yields. This transformation is widely tolerant to a range of functional groups and proceeds efficiently on a gram scale.

Photoinduced nickel-catalyzed cross-coupling of arylsulfinates (ArSO2−) with (hetero)aryl halides (Ar’-X) via visible light photoexcitation of 2-chloro-thioxanthen-9-one (Cl-TXO) has been achieved in moderate to excellent yields. This photocoupling exhibited a broad...

The photopromoted, Ni-catalyzed acceptorless dehydrogenation esterification of phenols and aromatic aldehydes has been achieved in an oxidant- and external photosensitizer-free manner. This reliable and atom-economical transformation was tolerant to a wide range of functional groups and proceeded efficiently to give various aryl benzoates in moderate to high yields. Additionally, this photocatalytic system displayed high activity for the hydrogen-evolution cross coupling of aliphatic aldehydes and phenols employing dual nickel and aromatic aldehyde catalysis.

Transformation of thioesters via transition-metal-mediated C(acyl)−S bond cleavage is an emerging method to forge C-C and C-heteroatom bonds. Herein, we report the first activation of stronger C(non-acyl)–S bond of thioesters...