ORGN 411 |
| 4H-Imidazolones have been found to be associated with their various biological activities. Among 4H-imidazolones, 4H-2-aminoimidazolone containing the guanidine moiety is particularly an attractive scaffold due to its hydrogen bonding donor and acceptor abilities in the active sites of various proteins. Therefore, a series of 4H-2-aminoimidazolones (i-v) has been synthesized up to date and they exhibit various biological activities. Based on this finding, we decided to synthesize new 4H-imidazolone derivatives (vi) bearing carbon instead of nitrogen at 2-position expecting that these compounds (vi) would offer different chemical or biological properties compared to 4H-2-aminoimidazolones. Herein, we wish to demonstrate the synthesis of 2-aryl or 2-alkyl-4H-imidazolone (vi) via chemoselective addition of carbon nucleophile on chiral carbodiimides prepared from natural L-amino acids by using our previous method for construction of 3,4-dihydroquinazoline scaffold.
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Heterocycles and Aromatics, Molecular Recognition and Self Assembly
8:00 PM-10:00 PM, Tuesday, April 8, 2008 Morial Convention Center -- Hall A, Poster
Division of Organic Chemistry |
