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Chemistry of Heterocyclic Compounds

, Volume 54, Issue 11, pp 1065–1069 | Cite as

An efficient method for one-pot synthesis of 3-alkoxy-substituted chromeno[4,3-b]pyrrol-4(1H)-one derivatives

  • Xiaofeng Yang
  • Lei Jing
  • Zhiwei Chen
Article
  • 15 Downloads

A one-pot two-step reaction of 4-aminocoumarin with arylglyoxal monohydrates and p-toluenesulfonates has been developed, which offers 3-alkoxy-substituted chromeno[4,3-b]pyrrol-4(1H)-ones in moderate to good yields. At first, arylglyoxal monohydrates and 4-aminocoumarin were converted into 3-hydroxychromeno[4,3-b]pyrrol-4(1H)-one intermediates in AcOH under reflux. Then the title compounds in an in situ reaction of the intermediates with p-toluenesulfonates catalyzed by DBU in refluxing toluene were obtained.

Keywords

arylglyoxal monohydrates pyrrolocoumarins alkoxylation heterocycle synthesis one-pot synthesis 

Notes

Supplementary material

10593_2018_2393_MOESM1_ESM.pdf (3.1 mb)
ESM 1 (PDF 3128 kb)

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© Springer Science+Business Media, LLC, part of Springer Nature 2018

Authors and Affiliations

  1. 1.Collaborative Innovation Center of Yangtze River Delta Region Green Pharmaceuticals, College of Pharmaceutical SciencesZhejiang University of TechnologyHangzhouP. R. China

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