New Transient Directing Group: Diethoxyethyl-L-Proline Facilitate Mono ortho-Arylation at Ar-yl-Amines/-Amino acids via Pd-Catalysed C(sp2)-H Activation

The mono-ortho-arylated arylamines are constituents of various natural products but their syntheses are challenging. This report describes the new synthetic methodology for mono-ortho-arylation of aryla-mines and α-aromatic amino acids (Phenyl glycine and Phenylalanine) through the Pd-catalyzed C(sp2)-H activation using synthetic transient directing group, diethoxyethyl-L-Proline (DEP). The cata-lytic amount of diethoxyethyl-L-Proline is sufficient for mono arylation of arylamines with aryl iodide. This method could be useful for the synthesis of various biphenyl amines and novel peptidomimetics.