Regioselective Suzuki-Miyaura Reactions of Aromatic Bis-triflates: Electronic versus Steric Effects

Suzuki–Miyaura reactions of aromatic bis-triflates, readily available from the corresponding hydroxylated arenes, often proceed with excellent regioselectivity and provide a convenient approach to various arylated benzene derivatives, such as bi­phenyls, terphenyls, and arylated benzophenones, naphthalenes, xanthones, flavones, coumarins, anthraquinones, tetralones, and fluorenones. The regioselectivity is controlled by steric and electronic parameters and strongly depends on the structure of the substrates. 1 Introduction 2 Benzoates, Phthalates, and Naphthoates 3 Benzophenones and Diphenyl Sulfones 4 Xanthones and Thioxanthones 5 Flavones and Coumarins 6 Anthraquinones, Tetralones, and Fluorenones 7 Conclusion