Abstract
A general preparation of pyridines 4a-f from stabilized ketones 3a-c and aryl ketones 3d-f is described. The annulation of stabilized esters 3g,h gives access to the corresponding 2-pyridones 4g,h. The annulation reactions proceed in fair to excellent yields (46-87%) with vinamidinium hexafluorophosphate salts 2a-d containing electron-withdrawing groups at the β-position. The mechanism of the reaction was investigated by NMR and proceeds through the formation of a dienaminone intermediate.
Original language | English (US) |
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Pages (from-to) | 4194-4199 |
Number of pages | 6 |
Journal | Journal of Organic Chemistry |
Volume | 66 |
Issue number | 12 |
DOIs | |
State | Published - Jun 15 2001 |
Externally published | Yes |
All Science Journal Classification (ASJC) codes
- Organic Chemistry