Organic Letters
Miha Drev, Uroš Grošelj, Bine Ledinek, Franc Perdih, Jurij Svete, Bogdan Štefane, Franc Požgan
A series of hexa(heteroaryl)benzenes were synthesized by the Ru(II)–carboxylate-catalyzed multiple C–H activation of benzenes carrying pyridyl, pyrimidyl, or pyrazolyl directing groups using N-heteroaryl bromides as coupling partners. The reactions proceeded with high selectivity under microwave irradiation in water. Iterative penta-arylation could be implemented via activation of C–H bonds of generated intermediates by cascade chelation assistance of in situ installed pyridyl groups. This strategy provides multidentate ligands for selective complexation of transition metals and potential building of photoredox systems.
Read article: Org. Lett., 2018, 20, 5268-5273
