Premium
Some reactions of 1‐methyl‐1,2,3,4‐tetrahydropyridine with organic azides. Synthesis of 1‐methylpiperidylidene‐2‐sulfon(cyan)amides
Author(s) -
Warren B. K.,
Knaus E. E.
Publication year - 1982
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570190562
Subject(s) - chemistry , cyan , yield (engineering) , medicinal chemistry , hydrolysis , organic chemistry , visual arts , art , materials science , metallurgy
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.