Synthesis of Novel cis-2-Azetidinones from Imines and Chloroacetyl Chloride Using Triethylamine
ACTA CHIMICA SLOVENICA, pp.628-633, 2023 (SCI-Expanded, Scopus)
- Publication Type: Article / Article
- Publication Date: 2023
- Doi Number: 10.17344/acsi.2023.8451
- Journal Name: ACTA CHIMICA SLOVENICA
- Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus, Academic Search Premier, Central & Eastern European Academic Source (CEEAS), Chemical Abstracts Core, EMBASE, MEDLINE, Directory of Open Access Journals, DIALNET
- Page Numbers: pp.628-633
- Keywords: Benzothiazole, cis-2-azetidinone, Schiff base, Staudinger reaction, β-lactam
- Open Archive Collection: AVESIS Open Access Collection
- Eskisehir Osmangazi University Affiliated: Yes
Abstract
A synthesis of a novel series of cis-2-azetidinones 2a-c was carried out by the cycloaddition reaction of imine 1a-c and chloroacetyl chloride in dry dichloromethane at 0-5 degrees C using triethylamine. The cycloaddition of the Schiff bases with chloroacetyl chloride resulted in the corresponding major product cis-2-azetidinone stereoisomers 2a-c. The synthesized compounds were characterized by analytical and spectral techniques (infrared, 1H NMR, 13C NMR, and elemental analysis).