Kumada-Corriu-Tamao couplings catalyzed by Ni and Pd as an important tool for the biaryl synthesis

Abstract

A review. Cross-coupling reactions catalyzed by transition metal complexes are important tools in the synthesis of biaryls, building blocks in a variety of compds. with interesting applications. The contributions of the palladium-catalyzed cross-coupling reactions to org. synthesis were recognized in 2010 when R. F. Heck, E. Negishi and A. Suzuki were awarded the Nobel Prize in Chem. Biarylic systems are usually obtained by a C(sp2)-C(sp2) bond formation process catalyzed by Ni or Pd and several methodologies are currently available for their synthesis, for example, the Suzuki reaction, or Stille, Hiyama, Negishi, or Kumada-Corriu-Tamao cross-coupling. In this work, the Kumada-Corriu-Tamao methodol. is investigated. The main characteristics of the reaction, like the catalytic systems employed, the different classes of substrates, and the optimization of the exptl. protocol will be discussed as well. Application of this methodol. in the synthesis of mols. of interest will also be addressed. The Kumada-Corriu-Tamao methodol. is claimed to be the precursor of all other cross-coupling methodologies, pushing the frontiers of the org. synthesis. [on SciFinder(R)]