Cyclic amidines as precursors for imidazoles
2015 (English)In: ARKIVOC, ISSN 1551-7004, E-ISSN 1551-7012, 219-229 p.Article in journal (Refereed) Published
The regioselective nucleophilic reactivity of cyclic amidines is considered in the context of their reactions with 2-haloketones to generate imidazoles. Since the tautomer with an endocyclic imine is favoured, reaction with the 2-haloketone electrophile proceeds via initial alkylation at the ring nitrogen. This was confirmed by repeating a suitable literature reaction and submitting the isolated product to single-crystal X-ray analysis.
Place, publisher, year, edition, pages
2015. 219-229 p.
Imidazole synthesis, cyclic amidine, regioselectivity, single-crystal analysis
IdentifiersURN: urn:nbn:se:uu:diva-261330DOI: 10.3998/ark.5550190.p009.134ISI: 000358993800017OAI: oai:DiVA.org:uu-261330DiVA: diva2:850521