Abstract
AbstractThe Sonogashira coupling reaction of polymer‐supported propargylamine (=prop‐2‐yn‐1‐amine) with aryl iodides in the presence of the [Pd(PPh3)2]Cl2/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 CF3COOH and converted into chromatographically easily separable acetamides. Our solid‐phase method opens a new pathway toward precursors of pharmacologically interesting arylpropynamines and arylpropanamines.
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