Calcium Carbide as a Surrogate of Acetylene: Copper‐Catalyzed Construction of 3‐Methylene‐2‐arylisoindolin‐1‐ones
Haiyan Liu, Xinjie You, Fei Wen, Zeshuai Zhang, Zheng Li
Abstract
Abstract An efficient method for the synthesis of 3‐methylene‐2‐arylisoindolin‐1‐ones through Sonogashira cross‐coupling/nucleophilic addition tandem reactions using calcium carbide as an alkyne source, 2‐bromo‐N‐arylbenzamides as starting materials and copper as a catalyst is described. The significant advantages of this strategy include the use of cheap and easy‐to‐handle solid alkyne source as a surrogate of inflammable and explosive gaseous acetylene, inexpensive catalyst, wide scope of substrates, simple manipulations, and simple work‐up procedures.
Topics & Concepts
Calcium carbideChemistryAlkyneAcetyleneMethyleneCatalysisSonogashira couplingCombinatorial chemistryCopperNucleophileOrganic chemistryPalladiumSynthesis and Characterization of PyrrolesCatalytic Cross-Coupling ReactionsCatalytic C–H Functionalization Methods