A general synthesis of 4(5)-acylimidazoles from 4-acylaminoisoxazoles.

✍ Scribed by Lawrence A. Reiter

• Publisher: Elsevier Science
• Year: 1985
• Tongue: French
• Weight: 260 KB
• Volume: 26
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(00)98654-4

✦ Synopsis

2-Substitutedd(S)-acyi, I.2-disubstituted 4-acyl and 1,2-disubstituted-S-acylimidazoles can be specifically prepared from 4-aminoisoxatoles. Attempted electrophilic acylation of imidazoles does not lead to 4(S)-acylimidazoles and as a result these compounds are relatively unavailable.2 Specific methods for the preparation of 4(5)-imidarolecarboxaldehydes by oxidation of the corresponding hydroxymethyl compounds3 and of 4(5)-acetylimidazoles by photochemical rearrangemant4 or ring synthesis5 have been described but these are all limited in their scope. Our continuing interest in this class of compounds led