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An efficient one-pot reaction of indoles, nitroacetate, and paraformaldehyde for the synthesis of tryptophan derivatives
Authors:Yong Sui  Li Liu  Jun-Ling Zhao  Dong Wang
Affiliation:a Laboratory of Chemical Biology, Center for Molecular Science, Institute of Chemistry, Chinese Academy of Sciences, Beijing 100080, China
b Graduate School of Chinese Academy of Sciences, Chinese Academy of Sciences, Beijing 100080, China
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.
Keywords:Tryptophan   One-pot   Indole   Nitroacetate
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