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Studies on the chemistry of O,N ‐ and S,N ‐containing heterocycles. 16 . Investigations on the synthesis of new tricyclic β‐lactams via [2+2]cycloaddition reaction
Author(s) -
Pippich Susanne,
Bartsch Herbert,
Erker Thomas
Publication year - 1997
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.5570340319
Subject(s) - chemistry , cycloaddition , tricyclic , substituent , bicyclic molecule , chloride , lactam , medicinal chemistry , organic chemistry , stereochemistry , catalysis
Abstract Starting from methylthioimidates 1–8 a series of corresponding tricyclic β‐lactams was synthesized via [2+2]cycloaddition with ketenes generated in situ from substituted acetyl chlorides. Dependent on the bicyclic starting material and on the substituent of the corresponding acetyl chloride N ‐acetyl derivatives were obtained as by‐ or sole products.