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Report | Regular issue | Vol 22, No. 12, 1984, pp.2769-2773
Published online, 1st January, 1970
DOI: 10.3987/R-1984-12-2769
Synthesis of N-Substituted 1,6-Dihydro-3(2H)-pyridinones and 1-Acyl-3-piperidines

Ling-Ching Chen,* Eng-Chi Wang, Jen-Hom Lin, and Shihn-Sheng Wu

*Graduate Institute of Natural Products, Kaohsiung Medical College, 100 Shih Chuen 1st Rd., Kaohsiung 80708, Taiwan, R.O.C.


Synthesis of the N-substituted 1,6-dihydro-3(2H)-pyridinones (3, 6, and 9) and 1-acyl-3-piperidones (7 and 10) is described. 1-Benzylpiperidine-3,5-dione (1) was converted into N-substituted 1,6-dihydro-3(2H)-pyridinones (3, 6, and 9) via the methyl enol ethers (2, 5, and 8). Selective reduction of 6 and 9 with Et3SiH in the presence of TiCl4 produced the 1-acyl-3-piperidones (7 and 10).