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The palladium catalyzed cross‐coupling reaction of indolylborates with various N ‐protecting groups was investigated, where N ‐Methyl, N ‐methoxy, and N‐tert ‐butoxycarbonyl groups were found to be useful. However, triethyl(1‐methoxymethylindol‐2‐yl)borate could not be used for this reaction. It was also found that the alkyl migration reaction of trialkyl(1‐methoxymethylindol‐2‐yl)borate produced 2‐alkyl‐1‐methyl‐indole accompanied by the unexpected reduction of 1‐methoxymethyl group to 1‐methyl group.
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Ishikura et al. (1999) studied this question.
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