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Syntheseversuche in der Emetin‐Reihe. 7. Mitteilung. Abbau und Synthese substituierter 2‐Oxo‐hydrobenzo[a]chinolizine
Author(s) -
Brossi A.,
ChopardditJean L. H.,
Würsch J.,
Schnider O.
Publication year - 1960
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.19600430218
Subject(s) - chemistry , nitrogen atom , ring (chemistry) , stereochemistry , carbon atom , medicinal chemistry , alkyl , tetrahydroisoquinoline , organic chemistry
The course of the H OFMANN degradation in the 2‐oxo‐3‐alkyl‐9,10‐dimethoxy‐1,2,3,4,6,7‐hexahydro‐11b H ‐benzo[a]quinolizine series has been elucidated and the constitution of the degradation products established. They represent 1,2,3,4‐tetrahydroisoquinoline derivatives obtained by ring opening between the nitrogen atom and the carbon atom 4. In addition, a new synthesis of substituted 2‐oxo‐9,10‐dimethoxy‐1,2,3,4,6,7‐hexahydro‐11b H ‐benzo[a]quinolizines is described.