Application of 16629-19-9In 2022 ,《1,4-Aryl migration in ketene-derived enolates by a polar-radical-crossover cascade》 appeared in Nature Communications. The author of the article were Radhoff, Niklas; Studer, Armido. The article conveys some information:
Here a simple, efficient and scalable method for the preparation of sterically hindered and valuable α-quaternary amides RNHC(O)C(R1)(R2)(R3) (R = i-Pr, Ph, 2,2-dimethyl-1,3-dioxan-5-yl, etc.; R1 = Me, Et, Ph; R2 = Me, Ph, 4-iodophenyl, etc; R1R2 = -(CH2)6-; R3 = Ph, 4-chlorophenyl, thiophen-2-yl, etc.) via a polar-radical crossover-enolate oxidation-aryl migration pathway was reported. A variety of easily accessible N-alkyl and N-arylsulfonamides RNHS(O)2R3 is reacted with disubstituted ketenes R1(R2)C=C=O to give the corresponding amide enolates, which undergo upon single electron transfer oxidation, a 1,4-aryl migration, desulfonylation, hydrogen atom transfer cascade to provide α-quaternary amides in good to excellent yields. Various mono- and di-substituted heteroatom-containing polycyclic arenes engage in the aryl migration reaction. Functional group tolerance is excellent and substrates as well as reagents are readily available rendering the method broadly applicable. In the experiment, the researchers used many compounds, for example, Thiophene-2-sulfonyl chloride(cas: 16629-19-9Application of 16629-19-9)
Thiophene-2-sulfonyl chloride(cas: 16629-19-9) is a member of sulfonyl chlorides. Sulfonyl chlorides are reactive sulfonic acid derivatives similar in properties and reactivity to acid chlorides of carboxylates. The sulfonic acid group, however, is a highly hindered molecule, containing a tetrahedral configuration of substituents. Application of 16629-19-9
Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics