The Sonogashira Coupling of Polymer‐Supported Propargylamine with Aryl Iodides

The Sonogashira coupling reaction of polymer‐supported propargylamine (=prop‐2‐yn‐1‐amine) with aryl iodides in the presence of the [Pd(PPh 3 ) 2 ]Cl 2 /CuI catalyst system produces 3‐arylprop‐1‐yn‐1‐amines smoothly at room temperature ( Scheme ). When propargylamine is attached on Wang resin through a carbamate linker, the common problems with amino functionality in palladium‐catalyzed couplings are overcome. The arylpropynamines are cleaved from the polymer with CF 3 COOH and converted into chromatographically easily separable acetamides. Our solid‐phase method opens a new pathway toward precursors of pharmacologically interesting arylpropynamines and arylpropanamines.