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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:

M. Kitamura, N. Tashiro, T. Okauchi, Synlett, 2009, 2931-2934.

DOI: 10.1055/s-0029-1218269 (free Supporting Information)


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

2-Azido-1,3-dimethylimidazolinium Salts: Efficient Diazo-Transfer Reagents for 1,3-Dicarbonyl Compounds

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