Regioselective iridium(I)-catalysed remote borylation of oxygenated naphthalenes |
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| Authors: | Paul HumeDaniel P. Furkert Margaret A. Brimble |
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| Affiliation: | School of Chemical Sciences, University of Auckland, Private Bag 92019, Auckland, New Zealand |
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| Abstract: | We present our investigations into the regioselective borylation and halogenation of polyoxygenated naphthalene systems that are key precursors to dimeric pyranonaphthoquinone natural products. A variety of oxygenated naphthalenes were successfully borylated with pinacolborane in high yield and excellent regioselectivity using [Ir(COD)OMe]2 and di-tert-butylbipyridine (dtbpy). The boronates were also readily transformed into the corresponding halides, opening new avenues for the preparation of advanced Suzuki coupling substrates useful for the synthesis of natural products. |
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| Keywords: | Borylation Pyranonaphthoquinone C-H activation Iridium catalysis |
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