Synthetic Route of C7H9NO2SIn 2020 ,《Enantioselective Hydroamination of Alkenes with Sulfonamides Enabled by Proton-Coupled Electron Transfer》 appeared in Journal of the American Chemical Society. The author of the article were Roos, Casey B.; Demaerel, Joachim; Graff, David E.; Knowles, Robert R.. The article conveys some information:
An enantioselective, radical-based method for the intramol. hydroamination of alkenes with sulfonamides to afford pyrrolidines I [R1 = Ph, 2-thienyl, 2,4,6-tri-MeC6H2, etc.; R2 = H, Me; R3 = Me, t-Bu, CH2CH2CH=CMe2; R2R3 = (CH2)2, (CH2)5, CH2CH2NBocCH2CH2] was reported. These reactions were proposed to proceed via N-centered radicals formed by proton-coupled electron transfer (PCET) activation of sulfonamide N-H bonds. Noncovalent interactions between the neutral sulfonamidyl radical and a chiral phosphoric acid generated in the PCET event were hypothesized to serve as the basis for asym. induction in a subsequent C-N bond forming step, achieving selectivities of up to 98:2 er. These results offer further supported for the ability of noncovalent interactions to enforce stereoselectivity in reactions of transient and highly reactive open-shell intermediates.4-Methylbenzenesulfonamide(cas: 70-55-3Synthetic Route of C7H9NO2S) was used in this study.
4-Methylbenzenesulfonamide(cas: 70-55-3) belongs to anime. Amines have a free lone pair with which they can coordinate to metal centers. Amine–metal bonds are weaker because amines are incapable of backbonding, but they are still important for sensing applications.While stronger than hydrogen bonds, amine–metal bonds are still weaker than both covalent and ionic bonds.Synthetic Route of C7H9NO2S
Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics