Tetrahedron letters

An efficient one-pot reaction of indoles, nitroacetate, and paraformaldehyde for the synthesis of tryptophan derivatives

Y Sui, L Liu, JL Zhao, D Wang, YJ Chen

Index: Sui, Yong; Liu, Li; Zhao, Jun-Ling; Wang, Dong; Chen, Yong-Jun Tetrahedron Letters, 2007 , vol. 48, # 22 p. 3779 - 3782

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Citation Number: 20

Abstract

An efficient method for the synthesis of tryptophan analogues has been developed via one- pot reaction of commercial available indoles, ethyl nitroacetate, and paraformaldehyde in the presence of molecular sieves. The reaction provided tryptophan nitro-precursors in moderate to good yields, which were further converted to α-hydroxymethylated tryptophan derivatives catalyzed by DABCO in high yields.