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FeCl3–SiO2 promoted one-pot, three-component synthesis of novel 1,5-benzodiazepine derivatives

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Abstract

An efficient and simple synthesis of novel 4-methyl-2-(pyridin-2-yl)-2,5-dihydro-1,5-benzodiazepine-3-carboxylate derivatives by one-pot, three-component reaction of substituted 1,2-phenylenediamines, 2-pyridinecarboxaldehyde, and β-keto ester in the presence of a catalytic amount of silica-supported FeCl3 (FeCl3–SiO2) is reported. The catalyst FeCl3–SiO2 was found highly active, robust, recovered, and reusable. The desired products were obtained in excellent yields and confirmed by IR, 1H NMR, 13C NMR, MS, and elemental analysis.

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Acknowledgments

We are grateful for financial support from the National Natural Science Foundation of China (21276064), the Natural Science Foundation of Hebei Education Department (2008320), and the Science Foundation of Hebei Normal University (2011Y04).

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Authors and Affiliations

  1. The College of Chemistry and Material Science, Hebei Normal University, Shijiazhuang, 050024, China

    Ying-Shuang An, Xiao-Qing Li, Xiao-Ran An & Lan-Zhi Wang

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  1. Ying-Shuang An
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  2. Xiao-Qing Li
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  3. Xiao-Ran An
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  4. Lan-Zhi Wang
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Correspondence to Lan-Zhi Wang.

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An, YS., Li, XQ., An, XR. et al. FeCl3–SiO2 promoted one-pot, three-component synthesis of novel 1,5-benzodiazepine derivatives. Monatsh Chem 146, 165–172 (2015). https://doi.org/10.1007/s00706-014-1275-9

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  • DOI: https://doi.org/10.1007/s00706-014-1275-9

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