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Ruthenium-Catalyzed Selectively Oxidative C–H Alkenylation of <i>N</i>-Acylated Aryl Sulfonamides by Using Molecular Oxygen as an Oxidant

Xueyuan Li, Xiao Hu, Zijie Liu, Jingshu Yang, Bo Mei, Yi Dong, Gang Liu

2020The Journal of Organic Chemistry23 citationsDOI

Abstract

aryl C-H alkenylation/annulation to afford five-membered sultam by using of molecular oxygen as an oxidant is reported in this article. Compared to the previous transition-metal-catalyzed C-H alkenylation of aryl sulfonamides, no excess metal salt oxidant was required in this method. A wide sulfonamide substrates scope and good regioselectivity and site-selectivity make this Ru-catalyzed method more attractive. Importantly, this method can not only be used to effectively prepare the biologically active five-membered sultam molecules but also be efficiently applied to the late-stage modification of sulfonamide drugs.

Topics & Concepts

SulfonamideArylRutheniumChemistryRegioselectivityCatalysisCombinatorial chemistryAnnulationOxidative phosphorylationMolecular oxygenOrganic chemistryAlkylBiochemistryCatalytic C–H Functionalization MethodsSulfur-Based Synthesis TechniquesSynthesis and Catalytic Reactions
Ruthenium-Catalyzed Selectively Oxidative C–H Alkenylation of <i>N</i>-Acylated Aryl Sulfonamides by Using Molecular Oxygen as an Oxidant | Litcius