Ruthenium(II)‐Catalyzed Late‐Stage Incorporation of <i>N</i>‐Aryl Triazoles and Tetrazoles with Sulfonium Salts via C−H Activation
Hendrik Simon, Agnese Zangarelli, Tristan Bauch, Lutz Ackermann
Abstract
The late-stage functionalization of active pharmaceutical ingredients is a key challenge in medicinal chemistry. Furthermore, N-aryl triazoles and tetrazoles are important structural motifs with the potential to boost the activity of diverse drug molecules. Using easily accessible dibenzothiophenium salts for the ruthenium-catalyzed C-H arylation, these scaffolds were introduced into a variety of bioactive compounds. Our methodology uses cost-efficient ruthenium, KOAc as a mild base and gives access to a plethora of highly decorated triazole and tetrazole containing drug derivatives.
Topics & Concepts
SulfoniumRutheniumArylChemistryCatalysisMedicinal chemistryCombinatorial chemistryOrganic chemistrySalt (chemistry)AlkylCatalytic C–H Functionalization MethodsAsymmetric Hydrogenation and CatalysisSynthesis and Catalytic Reactions