Cheap thiamine hydrochloride as efficient catalyst for synthesis of 4H-benzo[b]pyrans in aqueous ethanol

Abstract

Preparation of pharmaceutically active 2-amino-4H-pyran derivatives has been achieved using cheap thiamine hydrochloride as catalyst. A wide range of aromatic aldehydes easily undergo condensation with malononitrile and several kinds of 1,3-cyclohexanedione under mild condition to afford the desired product with good purity in excellent yield. This protocol has various advantages as a simple, clean, and environmentally benign three-component process.

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Acknowledgements

We thank the National Natural Science Foundation of China (21302146), Scientific Research Foundation for the Returned Oversea as Chinese Scholar, State Education Ministry ([2015]1098), and Science Foundation for Young Teachers of Wuyi University (2015td01).

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Correspondence to Lu Chen.

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Chen, L., Bao, S., Yang, L. et al. Cheap thiamine hydrochloride as efficient catalyst for synthesis of 4H-benzo[b]pyrans in aqueous ethanol. Res Chem Intermed 43, 3883–3891 (2017). https://doi.org/10.1007/s11164-016-2843-x

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Keywords

  • Thiamine hydrochloride
  • 1,3-Cyclohexanedione
  • Multicomponent reaction
  • Aromatic aldehyde
  • Heterocycles