Thermolysis of [1,2,4]triazolo[1,5-a]pyrimidine n-ylides |
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Authors: | Mikio Hori Kiyomi Tanaka Tadashi Kataoka Hiroshi Shimizu Eiji Imai Kazuhiko Kimura Yoshinobu Hashimoto |
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Affiliation: | Gifu Pharmaceutical University, 6-1, Mitahora-higashi 5-chome, Gifu 502, Japan;Kaken Pharmaceutical Co., Ltd., 2-28-8, Honkomagome, Bunkyo-ku, Tokyo 113, Japan |
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Abstract: | 5,7-Dimethyl[1,2,4]triazolo[1,5-a]pyrimidinio-3-phenacylide () generated by the reaction of an iminium salt () with 1 eq. of triethylamine, underwent a new thermal ring cleavage of the triazole moiety to give the pyrimidine derivative. However reaction of with 2 eq. of triethylamine afforded the 2-iminooxazoline derivative. The iminooxazoline reacted with nucleophiles such as alcohols or amines to give imidazoles. |
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