ИСТИНА

In the present research we have focused on the application of the Chan-Lam reaction for the synthesis of various N,N’-diaryl derivatives of the diamines and oxadiamines as it allows to carry out the arylation at room temperature using very cheap Cu(II) salts without ligands. It was found out that the crucial factor of successful N,N’-diarylation with the model p-tolyl boronic acid was the application of DBU as a base taken in appropriate excess (3-4 equiv.) together with a certan excess (2.5-4 equiv.) of p-tolyl boronic acid. Other bases like Et3N, DIPEA, DBN, pyridine, K3PO4, KF were substantially less efficient. MeCN proved to be the best solvent and sufficient volume of the flask (50 ml per 0.1 mmol diamine) was found to be equally important to provide enough oxygen for the catalytic cycle. The reaction can be equally used for the introdution of other aryl and heteroaryl substituents