Abstract A novel approach to produce diaryl sulfoxides from aryl benzyl sulfoxides is reported. Optimization of the reaction conditions was performed using high-throughput experimentation techniques. The [Pd (dba) 2]/NiXantPhos catalyst system successfully promotes a triple relay process involving sulfoxide α-arylation, C [BOND] S bond cleavage, and C [BOND] S bond formation. The byproduct benzophenone is formed by an additional ...