Synthesis of Tryptamine Derivatives via a Direct, One-Pot Reductive Alkylation of Indoles

…, A Bedini, G Piersanti, G Spadoni

Index: Righi, Marika; Bedini, Annalida; Piersanti, Giovanni; Romagnoli, Federica; Spadoni, Gilberto Journal of Organic Chemistry, 2011 , vol. 76, # 2 p. 704 - 707

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Citation Number: 23

Abstract

An efficient, one-pot reductive alkylation of indoles with N-protected aminoethyl acetals in the presence of TES/TFA is reported. It represents the first general method for the direct synthesis of tryptamine derivatives from indoles and nitrogen-functionalized acetals. This convergent and versatile approach employs safe and inexpensive reagents, proceeds under mild conditions, and tolerates several functional groups. The new procedure was ...