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Synthesis of β‐Lactam‐containing Pyrido[3′,2′:4,5]thieno[3,2‐ e ][1,4]diazepines
Author(s) -
Stroganova Tatyana A.,
Vasilin Vladimir K.,
Kovalenko Georgy A.,
Krapivin Gennady D.
Publication year - 2017
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.2936
Subject(s) - chemistry , diazepine , moiety , cycloaddition , stereoselectivity , imine , tricyclic , stereochemistry , lactam , combinatorial chemistry , medicinal chemistry , ring (chemistry) , organic chemistry , catalysis
Novel tricyclic 1,4‐diazepine derivatives – pyrido[3′,2′:4,5]thieno[3,2‐ e ][1,4]diazepin‐2‐ones – have been synthesized. Azetidin‐2‐one moiety has been incorporated into the 1,4‐diazepine scaffold by [2 + 2]cycloaddition of functionalized ketenes to imine C═N bond, and several tetracyclic azetodiazepines which can be considered as potential compounds of biological interest have been prepared. Stereoselectivity of the cycloaddition was proved by NMR and X‐ray analysis data.