Synthesis of Novel β‐Lactams from Phenothiazin‐10‐ylacetic Acid

The first synthesis of 3‐phenothiazine‐β‐lactams is herein reported. Thirteen new derivatives of β‐lactams were synthesized using various Schiff bases and (phenothiazin‐10‐yl)acetic acid, which in turn was prepared starting from phenothiazine. The sole product of the Staudinger ketene–imine [2 + 2]...

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Bibliographic Details
Published in:Journal of heterocyclic chemistry 2018-05, Vol.55 (5), p.1085-1091
Main Authors: Omidvari, Zahra, Zarei, Maaroof
Format: Article
Language:English
Subjects:
Acetic acid
Amides
Chemical synthesis
Cycloaddition
Imines
NMR
Nuclear magnetic resonance
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Summary:The first synthesis of 3‐phenothiazine‐β‐lactams is herein reported. Thirteen new derivatives of β‐lactams were synthesized using various Schiff bases and (phenothiazin‐10‐yl)acetic acid, which in turn was prepared starting from phenothiazine. The sole product of the Staudinger ketene–imine [2 + 2] cycloaddition reaction is the trans‐β‐lactam. All the synthesized compounds were characterized by elemental analyses and spectral (IR, 1H‐NMR, and 13C‐NMR) data.
ISSN:0022-152X
1943-5193
DOI:10.1002/jhet.3138