Abstract

A general method for the solid phase synthesis of tetrahydro-β-carbolines is described. Resin bound tryptophan residues or non-peptide structures carrying 3-(2-aminoethyl)indole structures react rapidly under mild reaction conditions and in high yields with aldehydes to produce C-l substituted 1,2,3,4-tetrahydro-β-carbolines in a Pictet-Spengler reaction. The method can be employed to readily produce a wide range of tetrahydro-β-carbolines in combinatorial chemistry.

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