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The thermolysis of heterocyclic aminimines
Author(s) -
Posvic Harvey,
De Meireles Jorge C.
Publication year - 1980
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.5570170619
Subject(s) - chemistry , piperidine , pyrrolidine , quinuclidine , yield (engineering) , ring (chemistry) , thermal decomposition , organic chemistry , medicinal chemistry , alcohol , metallurgy , materials science
Aminimines derived from six heterocyclic tertiary amines were thermolyzed in t ‐butyl alcohol at ca . 80°. N ‐Methylindoline gave a good yield of the ring‐opened product, and a double elimination on 1,4,4‐trimethyl‐piperidine gave 3,3‐dimethyl‐1,4‐pentadiene. The aminimine derived from quinuclidine was stable to elimination under these conditions. Simple elimination products were not obtained from N ‐methyl‐pyrrolidine, N ‐methylpiperidine, or N ‐methyltetrahydroisoquinoline.