The development of new methods for making privileged biaryl motif has been a topic of immense scientific importance in chemical synthesis. Recently, the direct C-H bond arylation of arenes has become a rapidly growing area of extensive research. In the C-H bond arylation of aromatic compounds, the metalation of C-H bond has been recognized as a key step. Our strategy has been to establish a distinct nucleophile-electrophile interaction between an arene and a transition metal, thereby promoting electrophilic arene metalation. Previous work from our laboratory demonstrated that a rhodium complex bearing extremely π-accepting P[OCH(CF3),]3 as a supporting ligand can catalyze the C-H bond arylation of arenes with iodoarenes. As an alternative to using a neutral ligand, we surmised that the use of electron-withdrawing anionic ligand would also facilitate aromatic C-H bond arylation. After an extensive screening of metal salts based on such a scenario, we found that Cu(OCOCF3)2 alone can facilitate the C-H bond arylation of electron-rich arenes with arylboronic acids.
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