Mechanochemical Assembly of a Nitrile‐Based Directing Group in Arylacetic Acids Using the Passerini 3‐CR: Exploration of the Pd(II)‐Catalyzed meta‐C(sp2)−H Bond Olefination Process

Abstract

AbstractThe multicomponent assembly of a nitrile‐based directing group in a set of arylacetic acids under solvent‐free mechanochemical conditions using the Passerini 3‐CR and the subsequent Pd(II)‐mediated meta‐C(sp2)−H bond olefination process has been achieved. The protocol demonstrated that removing the DG under mild conditions from the activated Passerini adducts affords a novel N‐(tert‐butyl)‐2‐(2‐cyanophenyl)‐2‐hydroxyacetamide, which can be re‐utilized in the future as DG in other distal activation processes.