117912-10-4Relevant academic research and scientific papers
Preparation and Stereochemistry of Methyl 3-(and 4)-p-Chlorothiophenoxy-1-methylpiperidine-4-(and 3)-carboxylates, and Cyclization to Benzothiopyranopyridinones
Butt, Graeme L.,Deady, Leslie W.,Mackay, Maureen F.
, p. 321 - 326 (2007/10/02)
The title piperidines were prepared by (a) methanolysis of the corresponding nitriles and (b) addition of p-chlorothiophenol to the appropriate tetrahydropyridines.Three esters were obtained with stereochemistry assigned by nmr analysis: 2 , 5 , 6 .Compounds 2 and 6 cyclized in 70percent sulfuric acid.The product structures were established by X-ray crystallography and, suprisingly, both had trans-fused rings.Compound 5, however, did not cyclize but gave 4-(methylthio)chlorobenzene as the sole isolated product.
