Design and Applications of a SO<sub>2</sub> Surrogate in Palladium‐Catalyzed Direct Aminosulfonylation between Aryl Iodides and Amines
Xiuwen Jia, Søren Kramer, Troels Skrydstrup, Zhong Lian
Abstract
Abstract A new SO 2 surrogate is reported that is cheap, bench‐stable, and can be accessed in just two steps from bulk chemicals. Essentially complete SO 2 release is achieved in 5 minutes. Eight established sulfonylation reactions proceeded smoothly by ex situ formation of SO 2 by utilizing a two‐chamber system in combination with the SO 2 surrogate. Furthermore, we report the first direct aminosulfonylation between aryl iodides and amines. Broad functional group tolerance is demonstrated, and the method is applicable to pharmaceutically relevant substrates, including heterocyclic substrates.
Topics & Concepts
ArylPalladiumCatalysisCombinatorial chemistryChemistryFunctional groupOrganic chemistryAlkylPolymerSulfur-Based Synthesis TechniquesChemical Synthesis and ReactionsSynthesis and Catalytic Reactions