Sodium mercury edetate dehydrogenation of N-aliphatic substituted 1,2,3,6-tetrahydropyridine derivatives

Article abstract of DOI:10.1002/ardp.19903230211

Hg(II)-edta dehydrogenation of N-aliphatic substituted Δ³-piperideine 1 leads to polymers. From 4 carrying a hydroxy neighbour group in the aliphatic side chain, it is possible to yield definite oxidation products - in dependence of nucleophiles present - mainly 4-substituted piperidone-2 derivatives 5 and 9-12. The oxidation of corresponding 4-hydroxy- (19) or 4-amino- (20, 21) piperidines gives the same spectrum of products. A mechanism for all the reactions is proposed.