2-Azido-1,3-dimethylimidazolinium Chloride: An Efficient Diazo Transfer Reagent for 1,3-Dicarbonyl Compounds
Mitsuru Kitamura*, Norifumi Tashiro, Tatsuo Okauchi
*Department of Applied Chemistry, Kyushu Institute of
Technology, 1-1 Sensui-cho, Tobata-ku, Kitakyushu-shi, Fukuoka, 804-8550, Japan, Email:
kita
che.kyutech.ac.jp
M. Kitamura, N. Tashiro, T. Okauchi, Synlett, 2009, 2931-2934.
DOI: 10.1055/s-0029-1218269
Abstract
Diazo transfer from 2-azido-1,3-dimethylimidazolinium chloride to 1,3-dicarbonyl compounds proceeds under mild conditions to give 2-diazo-1,3-dicarbonyl compounds in high yields, which are easily isolated because the by-products are highly soluble in water.
see article for more examples
M. Kitamura, N. Tashiro, S. Miyagawa, T. Okauchi, Synthesis, 2011, 1037-1044.
Key Words
azides, diazo compounds (ketones, esters), diazonium salt, diazo-transfer, heterocycles
ID: J60-Y2009-3160
