Nickel-Catalyzed Cross-Coupling of Alkyl Carboxylic Acid Derivatives with Pyridinium Salts via C–N Bond Cleavage
Feba Thomas Pulikottil, Ramadevi Pilli, Rohith Valavil Suku, Ramesh Rasappan
Abstract
The electrophile-electrophile cross-coupling of carboxylic acid derivatives and alkylpyridinium salts via C-N bond cleavage is developed. The method is distinguished by its simplicity and steers us through a variety of functionalized ketones in good to excellent yields. Besides acid chlorides, carboxylic acids were also employed as acylating agents, which enabled us to incorporate acid-sensitive functional groups such as MOM, BOC, and acetal. Control experiments with TEMPO revealed a radical pathway.
Topics & Concepts
ChemistryPyridiniumAlkylCatalysisNickelCleavage (geology)Bond cleavageCoupling (piping)Carboxylic acidPolymer chemistryMedicinal chemistryOrganic chemistryGeotechnical engineeringMechanical engineeringFracture (geology)EngineeringCatalytic Cross-Coupling ReactionsCatalytic C–H Functionalization MethodsCyclopropane Reaction Mechanisms