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Thermolysis of [1,2,4]triazolo[1,5-a]pyrimidine n-ylides

✍ Scribed by Mikio Hori; Kiyomi Tanaka; Tadashi Kataoka; Hiroshi Shimizu; Eiji Imai; Kazuhiko Kimura; Yoshinobu Hashimoto

Book ID: 104226809
Publisher: Elsevier Science
Year: 1985
Tongue: French
Weight: 135 KB
Volume: 26
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(00)94882-2

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✦ Synopsis

5,7-Dimethy1[1,2,4]triazolo[l,5-a]pyrimidinio-3-phenacylide (2) generated by the reaction of an iminium salt (2) with 1 eq. of triethylamine, underwent a new thermal ring cleavage of the triazole moiety to give the pyrimidine derivative. However reaction of 2 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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