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Synthesis of 4,5‐dihydro‐2,4‐benzoxazepin‐3( 1 H )ones and 1,3,4,5‐tetrahydro‐2,4‐benzoxazepines
Author(s) -
Pifferi Giorgio,
Fontanella Luigi,
Occelli Emilia,
Monguzzi Riccardo
Publication year - 1972
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.5570090603
Subject(s) - chemistry , phosgene , yield (engineering) , ring (chemistry) , aqueous solution , medicinal chemistry , aqueous medium , organic chemistry , stereochemistry , materials science , metallurgy
o ‐ Aminomethylbeiizyl alcohols (X) easily cyclize with phosgene in an aqueous alkaline medium to form 4,5‐dihydro‐2,4‐benzoxazepin‐3(1 H )ones (IV) and with aldehydes in acidic conditions to yield 1,3,4,5‐tetrahydro‐2,4‐benzoxazepines (V). The characteristics and chemical behaviour of these new heterocyclic ring systems are reported.