Convenient synthesis of 5-trifluoroacetylated imidazoles by ring transformation of mesoionic 1,3-oxazolium-5-olates

DOI: 10.1248/cpb.48.410

Source and publish data:

Chemical and Pharmaceutical Bulletin p. 410 - 414 (2000)

Update date:2022-08-11

Topics:

Authors:

Kawase, Masami

Saito, Setsuo

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Article abstract of DOI:10.1248/cpb.48.410

Mesoionic 4-trifluoroacetyl-1,3-oxazolium-5-olates (1), obtained from the reaction of N-acyl-N-alkylglycines (2) with trifluoroacetic anhydride, react with amidines to give 5-trifluoroacetylimidazoles (3) in moderate yield. The novel ring transformations of 1 into 3 occur via an initial attack of amidines on the C-2 position of the ring.

Full text of DOI:10.1248/cpb.48.410

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