Photoredox-catalyzed arylative and aryl sulfonylative radical cascades involving diaryliodonium reagents: synthesis of functionalized pyrazolones

Abstract

We disclose a photoredox-catalyzed arylative radical cascade between N′-arylidene-N-acryloylhydrazides and diaryliodonium reagents to obtain the corresponding benzylated pyrazolones in good yields. The protocol was extended to three-component coupling involving the 1,4-diazabicyclo[2.2.2]octane bis(sulfur dioxide) (DABSO) adduct as a sulfur dioxide surrogate for the synthesis of arylsulfonylated pyrazolones. Both reactions exhibit broad scope, scalability, and high functional group tolerance.