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Direct functionalization of protected 5-carboxyindole by metalation has been performed for the first time on solid-phase. The indole moiety has been tethered to aminomethylated polytetrahydrofuran cross-linked polystyrene, forming a secondary amide, which functions as a directing metalation group. The ortho-lithiated species have been quenched with substituted benzaldehydes affording resin bound alcohols...
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