Abstract
An α-amido-β-ketoamide (1) and two α-alkyl-β-ketoamides (2 and 3) were prepared and characterized, and their keto-enol tautomerism was studied by H/13C NMR spectroscopy. Both α-alkyl-β-ketoamides 2 and 3 are in the keto form in CDCl3, and their enol forms cannot be detected by 1H/13C NMR spectroscopy, whereas the α-amido-β-ketoamide 1 shows both keto and enol forms in CDCl3 with an experimental KE of 0,70 at 298 K.
| Original language | English |
|---|---|
| Pages (from-to) | 775-781 |
| Number of pages | 7 |
| Journal | Journal of Physical Organic Chemistry |
| Volume | 15 |
| Issue number | 11 |
| DOIs | |
| Publication status | Published - 2002 Nov 1 |
All Science Journal Classification (ASJC) codes
- Physical and Theoretical Chemistry
- Organic Chemistry
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Sung, K., Wu, R. R., & Sun, S. Y. (2002). Keto-enol tautomerism of β-ketoamides and characterization of a sterically crowded α-amido-β-ketoamide. Journal of Physical Organic Chemistry, 15(11), 775-781. https://doi.org/10.1002/poc.554