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Regioselective deuterium labeling of 1,4‐disubstituted‐1,2,3,6‐tetrahydropyridines
Author(s) -
Mabic Stéphane,
Rimoldi John M.,
Castagnoli Neal
Publication year - 1997
Publication title -
journal of labelled compounds and radiopharmaceuticals
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.432
H-Index - 47
eISSN - 1099-1344
pISSN - 0362-4803
DOI - 10.1002/(sici)1099-1344(199705)39:5<409::aid-jlcr989>3.0.co;2-e
Subject(s) - chemistry , regioselectivity , pyridinium , deuterium , hydrogen–deuterium exchange , ring (chemistry) , chemical synthesis , combinatorial chemistry , organic chemistry , catalysis , hydrogen , biochemistry , physics , quantum mechanics , in vitro
Reactions leading to the regioselective deuterium labeling of the 1,4‐disubstituted‐1,2,3,6‐tetrahydropyridine system are presented. Three synthetic approaches were explored: Base catalyzed proton‐deuteron exchange, reductive deuteration, and ring synthesis using deuterated agents. The methods were applied to various pyridinium salts, pyridones, and piperidones. The syntheses of several new labeled compounds are described and a brief review of the relevant literature is included. © 1997 John Wiley & Sons, Ltd.