Novel use of imidazolium ylides in an efficient synthesis of 2-substitutedimidazoles

Authors
Citation
Dj. Hlasta, Novel use of imidazolium ylides in an efficient synthesis of 2-substitutedimidazoles, ORG LETT, 3(2), 2001, pp. 157-159
Citations number
18
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
ORGANIC LETTERS
ISSN journal
15237060 → ACNP
Volume
3
Issue
2
Year of publication
2001
Pages
157 - 159
Database
ISI
SICI code
1523-7060(20010125)3:2<157:NUOIYI>2.0.ZU;2-7
Abstract
[GRAPHICS] A new reaction of imidazoles was discovered involving the formation of an i midazolium ylide, which on trapping with various electrophiles afforded div erse 2-substituted imidazoles. The facile, convenient reaction conditions w hen compared to the existing procedures make this reaction the method of ch oice in the preparation of 2-substituted imidazoles. Moreover, the reaction differs from the reported methods since the products (viz., 1) contain an alpha -substituent that is transformed by solvolysis chemistry into further functionalized derivatives.