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

Tatsuya Toma, Jun Shimokawa and Tohru Fukuyama*

*Graduate School of Pharmaceutical Sciences, University of Tokyo, 7-3-1 Hongo, Bunkyo-ku, Tokyo 113-0033, Japan, Email: fukuyamamol.f.u-tokyo.ac.jp

T. Toma, J. Shimokawa, T. Fukuyama, Org. Lett., 2007, 9, 3195-3197.

DOI: 10.1021/ol701432k (free Supporting Information)


Abstract

Various 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.


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Key Words

Diazoesters, Diazoketones


ID: J54-Y2007-2640