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Novel Rigid Seven‐Membered Heterocycles: Oxygen‐Bridged 1,5‐Benzothiazepine and 1,5‐Benzodiazepine Derivatives
Author(s) -
Svêtlík Jan,
Hanuš VladimíR,
Bella Juraj
Publication year - 1989
Publication title -
liebigs annalen der chemie
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 0170-2041
DOI - 10.1002/jlac.198919890119
Subject(s) - chemistry , benzodiazepine , stereochemistry , oxygen atom , oxygen , medicinal chemistry , combinatorial chemistry , organic chemistry , molecule , receptor , biochemistry
Cyclocondensation of 4‐(2‐hydroxyphenyl)‐3‐buten‐2‐one ( 1 ) with o ‐aminothiophenol yields 10‐methyl‐11‐oxa‐2‐thia‐9‐azatetracyclo[8.7.1.0 3,8 .0 12,17 ]octadeca‐3,5,7,12,14,16‐hexane ( 2 ). Similar reaction with o ‐phenylenediamine affords the 11‐oxa‐2,9‐diaza analogue 3 . The 2‐hydroxyphenylbutenone 1 and 2‐hydroxychalcone ( 5 ) show a different bridging ability.