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Lactams. XI. Construction of Lactam Carbonyl Function in 1,3-Disubstituted Piperidines by Mercuric Acetate-EDTA Oxidation : Effects of Carbonyl and Related Groups at the 3-Position Fujii, Tozo 60115219 Ohba, Masashi Yoshifuji, Shigeyuki 1-(3,4-Dimethyoxyphenyl)-2-(3-substituted piperidino) ethanols (3a-d), which carry the carbamoyl, methoxycarbonyl, acetyl, and 1,1-ethylenedioxyethyl group as the 3-substituent in the piperidine ring, have been prepared from 3-substituted pyridines (type 1) through 1-(3,4-dimethoxyphenacyl) pyridinium bromides (type 2). In the mercuric acetate-EDTA oxidation of 3a-d, these 3-substituents have been found to orient the lactam carbonyl formation to the 6-position almost exclusively. It is suggested that the 3-substituents exert both steric and electronic effects. 日本薬学会 1977-11-25 2017-10-03 eng journal article VoR http://hdl.handle.net/2297/7599 https://kanazawa-u.repo.nii.ac.jp/records/14803 10.1248/cpb.25.3042 AA00602100 0009-2363 Chemical & pharmaceutical bulletin 25 11 3042 3048 https://kanazawa-u.repo.nii.ac.jp/record/14803/files/PE-PR-OHBA-M-3042.pdf application/pdf 1.0 MB 2017-10-03