Alcohols for alkylation! The first homogeneous-catalyzed N-alkylations of indoles with aliphatic alcohols proceed under transfer hydrogenation conditions. By the use of the Shvo catalyst and p-toluenesulfonic acid (PTSA) this atom-efficient reaction occurs highly selectively with water formed as the only byproduct (see scheme).
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Bähn et al. (2010) studied this question.
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