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Heilmittelchemische Studien in der heterocyclischen Reihe. 42. Mitteilung. 2,3,4,5‐Tetrahydro‐1,4‐benzoxazepine
Author(s) -
Schenker K.,
Druey J.
Publication year - 1963
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.19630460523
Subject(s) - chemistry , acetophenone , steric effects , medicinal chemistry , ring (chemistry) , methylene , closure (psychology) , alkyl , stereochemistry , organic chemistry , catalysis , economics , market economy
The reaction of 2‐(2′‐chloroethoxy)‐acetophenone (I) with non‐hindered primary aliphatic amines is shown to give 4‐alkyl‐5‐methylene‐2.3.4.5‐tetrahydro‐1.4‐benzoxazepines (IV) which can be smoothly hydrogenated to the corresponding 5‐methyl derivatives VI. Steric limitations of this ring closure are discussed.