Enantioselective sulfonylation to construct 3-sulfonylated oxindoles

Chem Commun (Camb). 2024 Mar 28. doi: 10.1039/d4cc00802b. Online ahead of print.ABSTRACTAsymmetric synthesis of 3-sulfonylated 3-substituted oxindoles through the addition of sodium sulfinate salts to 3-bromo-3-substituted oxindoles has been achieved using chiral nickel complexes of N,N'-dioxides. This method facilitates the creation of diverse chiral sulfonyl oxindoles, several of which display promising anticancer properties. Notably, the catalyst demonstrates remarkable tolerance to water, crucial for maintaining enantioselectivity. Furthermore, the utilization of topographic steric maps of the catalysts offers valuable insights into the mechanism underlying enantioselection reversal.PMID:38546230 | DOI:10.1039/d4cc00802b

Source: Chemical Communications - March 28, 2024 Category: Chemistry Authors: Hongye Li Yuqiao Zhou Zheng Tan Xiangyu Wang Yuxin Zhang Fei Wang Xiaoming Feng Xiaohua Liu Source Type: research