Some reactions of 1-methyl-1,2,3,4-tetrahydropyridine with organic azides. Synthesis of 1-methylpiperidylidene-2-sulfon(cyan)amides
作者:B. K. Warren、E. E. Knaus
DOI:10.1002/jhet.5570190562
日期:1982.9
The 1,3-dipolarcycloaddition reaction of 1-methyl-1,2,3,4-tetrahydropyridine (1) with organic azides 2 affords 1-methylpiperidylidene-2-sulfon(cyan)amides 4 in high yield. The reaction proceeds via a 2,3,4,9-tetrazabicyclo[4.3.0]non-3-ene intermediate. Acid hydrolysis of 4d gives rise to 1-methyl-2-piperidone.
1-甲基-1,2,3,4-四氢吡啶(1)与有机叠氮化物2的1,3-偶极环加成反应以高收率提供1-甲基哌啶基-2-磺(氰)酰胺4。反应通过2,3,4,9-四氮杂双环[4.3.0]非-3-烯中间体进行。4d的酸水解产生1-甲基-2-哌啶酮。