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

…, F Topi, S Bartolucci, A Bedini, G Piersanti…

Index: Righi, Marika; Topi, Francesca; Bartolucci, Silvia; Bedini, Annalida; Piersanti, Giovanni; Spadoni, Gilberto Journal of Organic Chemistry, 2012 , vol. 77, # 14 p. 6351 - 6357

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Citation Number: 24

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 ...