Synthesis of Novel cis-2-Azetidinones from Imines and Chloroacetyl Chloride Using Triethylamine

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CAN SAKARYA H., Ketrez A.

ACTA CHIMICA SLOVENICA, ss.628-633, 2023 (SCI-Expanded, Scopus)

• Yayın Türü: Makale / Tam Makale
• Basım Tarihi: 2023
• Doi Numarası: 10.17344/acsi.2023.8451
• Dergi Adı: ACTA CHIMICA SLOVENICA
• Derginin Tarandığı İndeksler: 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
• Sayfa Sayıları: ss.628-633
• Anahtar Kelimeler: Benzothiazole, cis-2-azetidinone, Schiff base, Staudinger reaction, β-lactam
• Açık Arşiv Koleksiyonu: AVESİS Açık Erişim Koleksiyonu
• Eskişehir Osmangazi Üniversitesi Adresli: Evet

Özet

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).