Solid-phase lithiation of 5-carboxyindoles
作者： Jan Tois , Ari Koskinen
DOI: 10.1016/S0040-4039(03)00175-8
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摘要: Direct functionalization of protected 5-carboxyindole by metalation has been performed for the first time on solid-phase. The indole moiety tethered to aminomethylated polytetrahydrofuran cross-linked polystyrene, forming a secondary amide, which functions as directing group. ortho-lithiated species have quenched with substituted benzaldehydes affording resin bound alcohols. After cyclative cleavage regioisomeric mixtures phthalides were obtained in ratio 80:20.
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