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One-Pot and Mild Synthesis of Novel Antibacterial 3-(1,3,4-Oxadiazol-2-yl)isoindolin-1-ones via On-Step Four-Component Dicyclization Reaction
  • +10
  • Mei Sun,
  • Chong-Yang Zeng,
  • Qiang Zhang,
  • Mai Xu,
  • En-Shen Zhang,
  • Lu-Lu Bu,
  • Chao Gao,
  • Pei Fan,
  • Yu-Gu Xu,
  • Mei-Xia Fan,
  • Meng-Ru He,
  • Jing-Hui Shi,
  • Guo-Peng Miao
Mei Sun
Huainan Normal University

Corresponding Author:[email protected]

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Chong-Yang Zeng
Huainan Normal University
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Qiang Zhang
Huainan Normal University
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Mai Xu
Huainan Normal University
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En-Shen Zhang
Huainan Normal University
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Lu-Lu Bu
Huainan Normal University
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Chao Gao
Huainan Normal University
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Pei Fan
Huainan Normal University
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Yu-Gu Xu
Huainan Normal University
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Mei-Xia Fan
Huainan Normal University
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Meng-Ru He
Huainan Normal University
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Jing-Hui Shi
Huainan Normal University
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Guo-Peng Miao
Huainan Normal University
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Abstract

A novel and efficient four-component dicyclization strategy has been developed for one-step constructing diverse antibacterial 3-(1,3,4-oxadiazol-2-yl)isoindolin-1-ones under very mild base-free and metal-free conditions without other additives. This one-pot process underwent two consecutive cyclization reactions including tandem Ugi/aza-Wittig reaction and N-acylation by utilizing (N-isocyanimine)triphenylphosphorane, methyl 2-formylbenzoate, primary amines, and carboxylic acids. The method was conferred its favorable characteristics, including ambient temperature conditions, one-step synthesis, without any additives, facile gram-scale synthesis, and good yields.