N,N‘-Ditosylhydrazine:  A Convenient Reagent for Facile Synthesis of Diazoacetates†

  • 10.1021/ol701432k
  • Organic Letters
  • p 3195-3197, Volume 9, Issue 16,
  • journal-article
A novel entry to the synthesis of diazoacetates is disclosed. A variety of diazoacetates were synthesized from the corresponding bromoacetates by treatment with N,N‘-ditosylhydrazine in moderate to high yields. Ease of operation with the stable crystalline reagent as well as a short reaction time offer a useful alternative to the conventional methods.

Reviews (2)

review test

Test review

Reproducible, but Yields Lower Than Described


An efficient method for the synthesis of diazoacetates from the coresponding bromoacetates and N,N'-ditosylhydrazine has been described. In fact, diazoacetates can be prepared from various alcohols by acylation with bromoacetyl bromide, followed by a treatment with...