Palladium‐Catalyzed Domino Synthesis of 2,3‐Difunctionalized Indoles <i>via</i> Migratory Insertion of Isocyanides in Batch and Continuous Flow
Su Chen, Monica Oliva, Luc Van Meervelt, Erik V. Van der Eycken, Upendra K. Sharma
Abstract
Abstract We report, herein, a palladium‐catalyzed cascade comprising carbopalladation, migratory insertion of isocyanide and triple bond activation followed by a nucleophilic attack (OR − ) to construct difunctionalized acyl indoles. The process involves multiple bond formations via key palladium‐chemistry steps, to construct these bis‐heterocycles containing two privileged scaffolds (indole and oxindole) in a single operational step, along with attempts to generate enantioselectivity at a quaternary carbon center. The methodology also demonstrates a continuous‐flow process to synthesize aryl isocyanides within minutes and using them in a telescopic manner. magnified image