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Journal of Flow Chemistry

, Volume 5, Issue 3, pp 172–177 | Cite as

An Efficient and More Sustainable One-Step Continuous-Flow Multicomponent Synthesis Approach to Chromene Derivatives

  • Buchi Reddy Vaddula
  • Swathi Yalla
  • Michael A. Gonzalez
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Abstract

A simple and rapid one-step continuous-flow synthesis route has been developed for the preparation of chromene derivatives from the reaction of aromatic aldehydes, α-cyanomethylene compounds, and naphthols. In this contribution, a one-step continuous-flow protocol in a ThalesNano H-Cube Pro™ has been developed for the preparation of these chromene derivatives. This arises from the multicomponent one-step reaction of aromatic aldehydes, α-cyanomethylene compounds, and naphthols. This flow protocol was optimized in 2-methyltetrahydrofuran, which is a more environment-friendly solvent. The faster residence times (<2 min) coupled with elevated pressure (~25 bar) results in an efficient, safer, faster, and modular reaction. Results obtained illustrate that this base-catalyzed reaction affords the respective chromene derivative products in very high yields. The products can then be easily purified by recrystallization, if desired.

Keywords

2-aminochromenes arylidenemalononitriles flow reactor 1,8-diazabicycloundec-7-ene (DBU) process intensification Knoevenagel condensation 

Supplementary material

41981_2015_5030172_MOESM1_ESM.pdf (1.4 mb)
Supplementary material, approximately 1427 KB.

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Copyright information

© Akadémiai Kiadó 2015

Authors and Affiliations

  • Buchi Reddy Vaddula
    • 1
    • 2
  • Swathi Yalla
    • 2
  • Michael A. Gonzalez
    • 2
  1. 1.Oak Ridge Institute for Science and Education (ORISE)Oak RidgeUSA
  2. 2.Sustainable Technology DivisionNational Risk Management Research Laboratory, U.S. Environmental Protection AgencyCincinnatiUSA

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