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 | Zendy

Pippich Susanne | Zendy; Bartsch Herbert | Zendy; Erker Thomas | Zendy

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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

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.

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