Diastereoselective synthesis of novel 3-aryloxy/alkoxy-4-benzothiazolylpyrazolyl-β-lactams: Potential synthons for novel aminoacids/nanocopolymers. Issue 21 (2nd November 2017)

• Record Type: Journal Article
• Authors: Bhalla, Jitender; Bari, Shamsher S.; Banik, Bimal K.; Bhalla, Aman
• Is Part Of: Synthetic communications. Volume 47:Issue 21(2017)
• Page Start: 1955
• Page End: 1962
• Publication Date: 2017-11-02
• Subjects: Benzothiazole -- diastereoselective -- pyrazole -- trans-β-lactams; Organic compounds -- Synthesis -- Periodicals; Chemistry, Organic; Synthesis; 547.205
• DOI: 10.1080/00397911.2017.1357186
• Languages: English
• ISSNs: 0039-7911

Abstract

ABSTRACT: A fast, efficient, and diastereoselective synthesis of novel 3-oxo-4-benzothiazolylpyrazolyl-β -lactams is described. The reaction between 2-aryloxy/alkoxyacetic acid and novel benzothiazolylpyrazole-substituted imines afforded exclusive formation of trans -β -lactams. The scope of the reaction was investigated by varying different groups on substrates (R 1, R 2, R 3, Z). All the novel compounds were characterized using various spectroscopic techniques such as FT-IR, 1 H NMR, 13 C NMR, elemental analysis, and mass spectrometry in representative cases. No report has been listed in the literature for the synthesis of these types ofβ -lactam heterocycles so far. GRAPHICAL ABSTRACT: