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C4−H alkoxylation of 6-bromoindole and its application to the synthesis of breitfussin B
Authors:Ardalan A Nabi  Jessica Liyu  Ashley C Lindsay  Jonathan Sperry
Institution:School of Chemical Sciences, University of Auckland, 23 Symonds St., Auckland, New Zealand
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.
Keywords:Indole  Alkaloid  Breitfussin  Borylation  Iridium  Natural product
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