4.5 Article

One-Pot Synthesis of 3-Aryl-5-amino-1,2,4-thiadiazoles from Imidates and Thioureas by I2-Mediated Oxidative Construction of the N-S Bond

期刊

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
卷 2018, 期 31, 页码 4338-4344

出版社

WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.201800670

关键词

Synthetic methods; Heterocycles; Cyclization; Imidates; Thioureas

资金

  1. National Natural Science Foundation of China [21502042, 51403051]
  2. Scientific Research Key Project Fund of Henan Provincial Education Department [15A150041, 16A150003]
  3. Scientific Research Fund of Henan University [2013YBZR008]

向作者/读者索取更多资源

A simple and practical method for the one-pot synthesis of 3-aryl-5-amino-1,2,4-thiadiazoles from imidates and thioureas has been developed. The protocol proceeds through sequential base-mediated nucleophilic addition-elimination reactions and an I-2-mediated oxidative coupling for the N-S bond formation. The approach employes readily available and nontoxic substrates and a simple workup to provide 3-aryl-5-amino-1,2,4-thiadiazoles that have a free or substituted amino group.

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