Palladium-catalyzed α-arylation of sulfoxonium ylides with aryl fluorosulfates.

Autor: Wang QD; School of Pharmacy, Yancheng Teachers University, Yancheng 224007, China. wangqd@yctu.edu.cn., Ren JA; College of Biological, Chemical Science and Engineering, Jiaxing University, 118 Jiahang Road, Jiaxing 314001, China. xczhou@zjxu.edu.cn.; School of Chemistry and Molecular Engineering, Nanjing Tech University, Nanjing 211816, China. ias_zlshen@njtech.edu.cn., Cao XR; School of Chemistry and Molecular Engineering, Nanjing Tech University, Nanjing 211816, China. ias_zlshen@njtech.edu.cn., Zhou X; College of Biological, Chemical Science and Engineering, Jiaxing University, 118 Jiahang Road, Jiaxing 314001, China. xczhou@zjxu.edu.cn., Yang JM; School of Pharmacy, Yancheng Teachers University, Yancheng 224007, China. wangqd@yctu.edu.cn., Shen ZL; School of Chemistry and Molecular Engineering, Nanjing Tech University, Nanjing 211816, China. ias_zlshen@njtech.edu.cn.
Jazyk: angličtina
Zdroj: Organic & biomolecular chemistry [Org Biomol Chem] 2025 Jan 02. Date of Electronic Publication: 2025 Jan 02.
DOI: 10.1039/d4ob01694g
Abstrakt: A variety of α-arylated sulfoxonium ylides could be facilely synthesized in modest to high yields through α-arylation of sulfoxonium ylides with aryl fluorosulfates via C-O bond functionalization under palladium catalysis. Reactions using readily available and bench-stable aryl fluorosulfates as effective and appealing arylating agents showed both good substrate scope and broad functionality tolerance. Important functional groups such as nitro, cyano, formyl, acetyl, methoxycarbonyl, trifluoromethoxy, fluoro, and chloro embedded in substrates remained intact during the course of the reaction, and could be subjected to downstream modification. In addition, the reaction could be readily scalable and applied in the late-stage modification of complex molecules.
Databáze: MEDLINE