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A novel one-pot pseudo-five-component condensation reaction towards bifunctional diazepine-tetrazole containing compounds: synthesis of 1H-tetrazolyl-1H-1,4-diazepine-2,3-dicarbonitriles and 1H-tetrazolyl-benzo[b][1,4]diazepines


A novel and efficient method has been developed for the one-pot synthesis of bifunctional diazepine-tetrazole containing compounds. 1H-Tetrazolyl-1H-1,4-diazepine-2, 3-dicarbonitrile and 1H-tetrazolyl-benzo[b][1,4]diazepine derivatives were synthesized in good yields using 2,3-diaminomaleonitrile or an aromatic diamine, ketones, trimethylsilyl azide, and an isocyanide in the presence of p-toluenesulfonic acid as a catalyst in methanol at room temperature.

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Correspondence to Ahmad Shaabani.

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Mofakham, H., Shaabani, A., Mousavifaraz, S. et al. A novel one-pot pseudo-five-component condensation reaction towards bifunctional diazepine-tetrazole containing compounds: synthesis of 1H-tetrazolyl-1H-1,4-diazepine-2,3-dicarbonitriles and 1H-tetrazolyl-benzo[b][1,4]diazepines. Mol Divers 16, 351–356 (2012).

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  • 1H-Tetrazolyl-1H-1,4-diazepine-2,3-dicarbonitrile
  • 1H-Tetrazolyl-benzo[b][1,4]diazepine
  • Trimethylsilyl azide
  • Multicomponent reaction
  • MCR
  • Isocyanide