Facile synthesis of novel bicyclic β-lactams: analogues of C-fused penicillin type ring systems

Bari, S. S.; Bhalla, Aman; Reshma,; Hundal, Geeta

doi:10.1016/j.tetlet.2012.11.062

Cited by 10 publications

(1 citation statement)

References 23 publications

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“…Till now, our research group has been engaged in the synthesis of selenoalkanoic acids useful as β‐lactam precursors , novel 3‐thio/seleno‐β‐lactams and their Lewis acid mediated functionalization , stereoselective synthesis of cis ‐ and trans ‐3‐alkoxy‐β‐lactams , spirocyclic‐β‐lactams , ( Z )‐ and ( E )‐3‐allylidene‐β‐lactams , 3‐keto‐β‐lactams , bicyclic‐β‐lactams , and 4‐pyrazolyl β‐lactams . Herein, we report the synthesis of novel pyrimidine/pyrazole linked β‐lactams using a facile and efficient methodology.…”

Section: Introductionmentioning

confidence: 99%

Pyrimidine and Pyrazole Linked Azetidin‐2‐ones: Entry to Novel Class of β‐Lactam Heterocycles

Bhalla

Bari

Rathee

et al. 2017

Journal of Heterocyclic Chem

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A novel series of pyrimidine/pyrazole linked β-lactams have been synthesized in excellent yields using a simple and efficient methodology involving conjunction of different heterocyclic substrates. All the new products were characterized on the basis of various spectroscopic techniques viz. FT-IR, 1 H NMR, 13 C NMR, elemental analysis (CHN), 1 H-1 H correlation spectroscopy ( 1 H-1 H COSY) and mass spectrometry (EIMS) in representative cases. Furthermore, theoretical calculations have also been performed on representative compounds and the results were compared with Cefuroxime axetil (a broad spectrum antibacterial agent). The phenomenon of tautomerism was also observed which was confirmed by different NMR experiments (D 2 O exchange study and 1 H-1 H correlation spectroscopy).

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