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Metalloporphyrins as new catalysts in the mild, efficient and regioselective conversion of epoxides to β-hydroxy thiocyanates with NHSCN

New Journal of Chemistry, ISSN: 1144-0546, Vol: 28, Issue: 8, Page: 946-951
2004
  • 28
    Citations
  • 0
    Usage
  • 4
    Captures
  • 0
    Mentions
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Metric Options:   Counts1 Year3 Year

Metrics Details

  • Citations
    28
    • Citation Indexes
      28
  • Captures
    4

Article Description

The regioselective cleavage of 1,2-epoxyethanes to 2-hydroxyethyl thiocyanates with ammonium thiocyanates in the presence of some metalloporphyrins has been studied. The epoxides were subject to cleavage by NHSCN in the presence of these catalysts under mild reaction conditions in various aprotic solvents. In this study, reagents and conditions have been discovered with which the individual β-hydroxy thiocyanates (useful intermediates toward biological active molecules) can be synthesized in high yield and with greater than 90% regioselectivity.

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