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Palladium‐Catalyzed Domino Synthesis of 2,3‐Difunctionalized Indoles via Migratory Insertion of Isocyanides in Batch and Continuous Flow

Journal Contribution - Journal Article

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.
Journal: Advanced Synthesis & Catalysis
ISSN: 1615-4150
Issue: 13
Volume: 363
Pages: 3220 - 3226
Publication year:2021
BOF-keylabel:yes
IOF-keylabel:yes
BOF-publication weight:6
CSS-citation score:1
Authors:International
Authors from:Higher Education
Accessibility:Open