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Reactions of halogenoquinolizinium bromides with diethylamine
Author(s) -
Sanders Georgine M.,
van Dijk M.,
van der Plas H. C.
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.5570190417
Subject(s) - chemistry , diethylamine , steric effects , bromide , ring (chemistry) , medicinal chemistry , stereochemistry , organic chemistry
The reactions of quinolizinium bromide (QB) and its four monobromo derivatives with diethylamine have been investigated. For Br in position 2 or 4, substitution is the main process, whereas for Br in positions 1 and 3 quantitative ring opening is found. The substituted pyridylbutadienes formed by ring opening, are cis‐trans ‐butadienes, which isomerize into the all‐ trans forms. The steric cours of the ring opening is explained.