In this study, we describe the operationally simple construction of a tetrasubstituted carbon center utilizing in situ formation of 3‐methyleneisoindolinones as reactive intermediates. An acid‐catalyzed Meyer–Schuster rearrangement of isoindolinone‐based propargylic… Click to show full abstract
In this study, we describe the operationally simple construction of a tetrasubstituted carbon center utilizing in situ formation of 3‐methyleneisoindolinones as reactive intermediates. An acid‐catalyzed Meyer–Schuster rearrangement of isoindolinone‐based propargylic alcohols followed by an intermolecular Friedel–Crafts alkylation assembles the 3,3‐disubstituted isoindolinones, an important architectural motif found in numerous biologically active compounds. Highly inert to structural changes in building blocks, this robust transformation allows the quick build‐up of a library of compounds with an embedded isoindolinone core. In addition, the in situ formation of the activated intermediate allows a selective installation of various structural characteristics .
Journal Title: Asian Journal of Organic Chemistry
Year Published: 2025
Link to full text (if available)
Share on Social Media: Sign Up to like & get
recommendations!