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Synthesis of functionalized benzothiadiazine 1,1-dioxide derivatives via intramolecular C–H activation reactions of trichloroacetamidine and benzenesulfonyl chloride

Nematpour, M ; Sharif University of Technology | 2018

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  1. Type of Document: Article
  2. DOI: 10.1016/j.tetlet.2018.04.038
  3. Publisher: Elsevier Ltd , 2018
  4. Abstract:
  5. The synthesis of functionalized benzothiadiazine 1,1-dioxide derivatives was achieved through a novel three-component intramolecular C–H activation reaction of trichloroacetonitrile, benzenesulfonyl chloride, and various primary amines. This reaction was performed in the presence of catalytic copper(I) and L-proline as the ligand in tetrahydrofuran at room temperature. © 2018 Elsevier Ltd
  6. Keywords:
  7. Benzenesulfonyl chloride ; Benzothiadiazine 1,1-dioxide ; Copper-catalyzed ; C–H activation ; Primary amine ; Trichloroacetonitrile ; Acetamidine derivative ; Acetonitrile ; Amine ; Benzene derivative ; Benzenesulfonyl chloride derivative ; Benzothiadiazine 1,1 dioxide derivative ; Benzothiadiazine derivative ; Copper derivative ; Proline ; Trichloroacetamidine derivative ; Unclassified drug ; Article ; Carbon hydrogen activation reaction ; Carbon nuclear magnetic resonance ; Catalyst ; Chemical reaction ; Heteronuclear multiple bond correlation ; Infrared spectroscopy ; Mass spectrometry ; One pot synthesis ; Proton nuclear magnetic resonance ; Reaction analysis ; Reaction optimization ; Room temperature
  8. Source: Tetrahedron Letters ; Volume 59, Issue 21 , 23 May , 2018 , Pages 2054-2056 ; 00404039 (ISSN)
  9. URL: https://www.sciencedirect.com/science/article/pii/S0040403918304957