C4−H alkoxylation of 6-bromoindole and its application to the synthesis of breitfussin B |
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Authors: | Ardalan A Nabi Jessica Liyu Ashley C Lindsay Jonathan Sperry |
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Institution: | School of Chemical Sciences, University of Auckland, 23 Symonds St., Auckland, New Zealand |
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Abstract: | Subjecting 6-bromoindole to an iridium-catalysed triborylation-diprotodeborylation sequence followed by Chan-Evans-Lam coupling gives 6-bromo-4-methoxyindole in good overall yield. This indole C4?H alkoxylation process was used in a formal synthesis of the natural product breitfussin B. |
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Keywords: | Indole Alkaloid Breitfussin Borylation Iridium Natural product |
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