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Synthesis 2009(12): 1987-1990
DOI: 10.1055/s-0029-1216784
DOI: 10.1055/s-0029-1216784
PAPER
© Georg Thieme Verlag
Stuttgart ˙ New York
Synthesis of Novel Trisubstituted Imidazolines
Further Information
Received
12 December 2008
Publication Date:
27 April 2009 (online)
Publication History
Publication Date:
27 April 2009 (online)
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Abstract
Imidazolines substituted at the 1- and either the 4-, or 5-position with phenyl and at the 2-position with alkyl or phenyl have been prepared in racemic form. They appear to be fairly stable compounds and potentially useful as scaffolds in medicinal chemistry.
Key words
dihydroimidazole - imidazoline - reductive amination - ring-closure - acylation
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References
Evidence for acyl migration comes mainly from ¹H NMR spectra of isolated 6. In particular, two broad singlets of D2O-exchangeable protons were observed rather than the one singlet integrating to 2 H expected for amide 8.