Download PDF
Synfacts 2010(10): 1124-1124  
DOI: 10.1055/s-0030-1258619
Synthesis of Heterocycles
© Georg Thieme Verlag Stuttgart ˙ New York

Synthesis of 1,5-Disubstituted Fluorinated Tetrazoles

Contributor(s): Victor Snieckus, Matthew O. Kitching
A. G. Polivanova, S. V. Shkavrov, A. V. Churakov, A. S. Lermontov, S. A. Lermontov*
University of Chemical Technology of Russia, Moscow; Chemical Diversity Research Institute, Moscow; Institute of General and Inorganic Chemistry, Moscow; Institute of Physiologically Active Compounds, Chernogolovka, Russia
Further Information

Publication History

Publication Date:
22 September 2010 (online)

    Permissions and Reprints

Significance

The synthesis of 1,5-disubstituted tetrazoles from 1,1-difluoroazides is reported. Condensation of the preformed azides (3, 4, and 5) with a variety of alkyl amines leads to the desired tetrazoles (1) in good to excellent yields. As the major decomposition product, the authors report the hydrolysis of the 1,1-difluoroazide to give the corresponding amide (2) based on a combination of LC-MS data and isolation of the amide by-product in one example (not shown above).