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| Aromatic groups lacking an electron-donating substituent worked less well with a similar trend regarding ortho substitution (32d, 32j).Electron-poor aromatic rings were introduced in generally poorer yields (32g, 32h,32o). A similar reactivity range was observed for heterocycles;i.e., an electron-rich indole ring was added in high yield (32k),whereas electron-poor pyridylboronic acids were unreactive(32m, 32n). Copper-mediated direct functionalization of hetero-cycles with amides and the cross-coupling of bromides using the protocols of Wang and Schreiber (46) and Borthwick et al. (47),respectively, were unsuccessful. |
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