Nguyen, Viet D. published the artcileRapid and Chemodivergent Synthesis of N-Heterocyclic Sulfones and Sulfides: Mechanistic and Computational Details of the Persulfate-Initiated Catalysis, Quality Control of 24484-93-3, the main research area is azaheterocyclyl sulfone sulfide chemoselective preparation; persulfate initiated sulfonylation azaheterocyclyl halide sulfinate biphasic solvent; mechanism persulfate initiated sulfonylation azaheterocyclyl halide sulfinate; hydroxymethylsulfinate mediated sulfonylation reduction azaheterocyclyl halide initiated persulfate; transition state structure kinetics sulfonylation azaheterocyclyl halide sulfinate.
Aromatic nitrogen heterocyclyl halides underwent sulfonylation reactions with sodium sulfinates mediated by sodium or ammonium persulfates in biphasic aqueous/organic solvent mixtures to yield azaheterocyclyl sulfones at ambient temperature; the products can be isolated by filtration. Reaction of aromatic nitrogen heterocyclyl halides with sodium hydroxymethylsulfinate mediated by sodium persulfate yielded either sym. azaheterocyclyl sulfones or sym. azaheterocyclyl sulfides, depending on the amount (1.2 or 3-4 equiv) of sulfinate used. Study of the mechanism of persulfate-mediated sulfonylation by DFT calculations and kinetic studies indicates that persulfate reacts with sulfinates to form sulfinic acids by a nonradical mechanism which accelerates the sulfonylation, particularly in water; the sulfonylation and reduction of azaheterocycles with sodium hydroxymethylsulfinate is proposed to act through a radical mechanism. The structures of seventeen of the products were determined by X-ray crystallog.
ACS Catalysis published new progress about Aromatic nitrogen heterocycles Role: RCT (Reactant), RACT (Reactant or Reagent) (halo-). 24484-93-3 belongs to class pyridine-derivatives, name is Methyl 4-chloropicolinate, and the molecular formula is C7H6ClNO2, Quality Control of 24484-93-3.