Pd-Catalyzed Cross-Coupling of o-Carboranyl Pyridyl Halides:Synthesis of o-Carboranyl Biaryls,Aminopyridines and Alkynylpyridine Derivatives
The Suzuki cross-coupling reaction between readily available o-carboranyl-substituted pyridyl halides and(hete-ro)arylboronic acids under Pd catalysis has been developed,providing access to o-carboranyl biaryls in yields of 35%~92%.The transformations proceed under mild conditions and with high functional group tolerance using commercially available coupling partners.Furthermore,the Buchwald-Hartwig reaction and Sonogashira reaction of o-carboranyl pyridyl halides are reported as well,leading to the facile synthesis of o-carboranyl aminopyridines and alkynylpyridine derivatives,respectively.It is believed that these heteroarylated carborane derivatives may find applications in luminescent materials and drug discovery.