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Synthetic methods. 33. Utility of a polymeric azide reagent in the formation of di- and triazidomethane. Their NMR spectra and the x-ray structure of derived triazoles

Authors :
Felix Frolow
Meir Stern
Hugo E. Gottlieb
Alfred Hassner
Source :
The Journal of Organic Chemistry. 55:2304-2306
Publication Year :
1990
Publisher :
American Chemical Society (ACS), 1990.

Abstract

The use of a polymeric azidation reagent for the preparation of explosive azidomethanes at ambient temperature is described. Thus, methyl iodide was converted into methyl azide, methylene bromide and methylene chloride into diazido methane, and bromoform into triazido methane. 1 H and 13 C NMR spectra, including 1 J CH , of the azidomethanes are describes. The X-ray diffraction of derived triazole adducts 4 and 5 confirms the structure assignment and indicates in the case of 5 a 1,5-sigmatropic alkyl rearrangement

Details

ISSN :
15206904 and 00223263
Volume :
55
Database :
OpenAIRE
Journal :
The Journal of Organic Chemistry
Accession number :
edsair.doi...........1fa84cefb4c217622853c83113c64973
Full Text :
https://doi.org/10.1021/jo00295a014