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Sulfuryl diazide

Base Information
  • Chemical Name:Sulfuryl diazide
  • CAS No.:72250-07-8
  • Molecular Formula:N6O2S
  • Molecular Weight:148.105
  • Hs Code.:
  • DSSTox Substance ID:DTXSID401336969
  • Nikkaji Number:J1.459.104D
  • Wikidata:Q18651988
  • Wikipedia:Sulfuryl_diazide
Sulfuryl diazide

Synonyms:sulfuryl diazide;sulfonyl azide;sulfonylazide;72250-07-8;HSVFKFNNMLUVEY-UHFFFAOYSA-N;DTXSID401336969;Q18651988

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Chemical Property of Sulfuryl diazide
Chemical Property:
  • XLogP3:2.1
  • Hydrogen Bond Donor Count:0
  • Hydrogen Bond Acceptor Count:6
  • Rotatable Bond Count:2
  • Exact Mass:147.98034444
  • Heavy Atom Count:9
  • Complexity:243
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MSDS Files:
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  • Canonical SMILES:[N-]=[N+]=NS(=O)(=O)N=[N+]=[N-]
Refernces

An efficient approach to fused indolines via a copper(I)-catalyzed reaction of sulfonyl azide with 2-ethynylaryl methylenecyclopropane

10.1021/ol2011067

The research focuses on the development of an efficient approach to synthesize fused indolines, which are important structural motifs found in a variety of natural products and biologically active compounds. The study describes a cascade reaction involving 2-ethynylaryl methylenecyclopropane and sulfonyl azide, catalyzed by copper(I) iodide under mild conditions. This novel method provides a rapid and efficient route for generating fused indolines. The experiments involved optimizing reaction conditions, including the choice of copper catalyst, base, and solvent, with triethylamine and 1,4-dioxane being the most effective. The reaction's scope was explored with variously substituted reactants, and the products were analyzed using X-ray diffraction, NMR spectroscopy, and other characterization techniques to confirm their structures. The results demonstrated the versatility and efficiency of the method, with yields ranging from moderate to high depending on the substituents on the reactants.

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