Li, Jun-Yi’s team published research in ACS Catalysis in 2022-08-05 | CAS: 4381-25-3

Ir(III)-Catalyzed Asymmetric C-H Activation/Annulation of Sulfoximines Assisted by the Hydrogen-Bonding Interaction. Recommended basis is Sulfoximine, Bioisosteric. Products is: https://www.ambeed.com/products/50578-18-2.html, 145026-07-9

(S-Methylsulfonimidoyl)benzene (BD302898) is a building block containing a sulfoximine group. Several CDK and ATR inhibitors have exemplified the utilization of the NH sulfoximine group as abioisostere for a sulfonamide group to overcome the main project hurdles of aqueous solubility, sulfonamide-mediated off-target activity and IP. Moreover, its NH group could be expediently further functionalized through Buchwald-Hartwig coupling reaction and multifarious nucleophilic reactions.. Recommended Products is: 83730-53-4 and 1621962-30-8.

Herein, an Ir(III)-catalyzed asym. C-H activation enabled by noncovalent interactions was described. A broad range of sulfur-stereogenic sulfoximines, e.g., I was prepared in high yields with excellent enantioselectivities via the asym. C-H activation/annulation of sulfoximines with diazo compounds Desymmetrization, kinetic resolution, and parallel kinetic resolution were compatible with this protocol. Detailed DFT calculations suggested that the N-H¡¤¡¤¡¤O hydrogen bonding interaction between sulfoximine and the chiral carboxylic acid ligand was crucial for the high enantiocontrol. Moreover, chiral iridacycle intermediates were isolated, characterized, and subjected to stoichiometric reactions. Computational and exptl. studies suggested that the C-H cleavage step was the rate- and enantio-determining step.

Ir(III)-Catalyzed Asymmetric C-H Activation/Annulation of Sulfoximines Assisted by the Hydrogen-Bonding Interaction. Recommended basis is Sulfoximine, Bioisosteric. Products is: https://www.ambeed.com/products/50578-18-2.html, 145026-07-9

Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem