The thermolysis of heterocyclic aminimines | Zendy

Posvic Harvey | Zendy; De Meireles Jorge C. | Zendy

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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.

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