Synthesis and characterization of novel pyridyl/naphthyl/(diphenyl)methylseleno substituted alkanoic acids: X-ray structure of 2-pyridylselenoethanoic acid, 2-naphthylselenoethanoic acid and 2-(diphenyl)methylselenoethanoic acid

Synthesis and characterization of novel trans-3-benzyl/(diphenyl)methyl/naphthyl seleno substituted monocyclic β-lactams: X-ray structure of trans-1-(4′-methoxyphenyl)-3-(diphenyl)methylseleno-4-(4′-methoxyphenyl)azetidin-2-one

“…Enthused by the variety of applications of naphthyl moiety [9] and the results of above studies, successful attempts have been made towards the synthesis of novel trans-3-naphthylseleno-b-lactams via Staudinger cycloaddition of 2-naphthylselenoethanoic acid and Schiff's bases (Scheme 1). Initial preparative endeavour began with the synthesis of 2-benzyl/(diphenyl)methyl/naphthylselenoethanoic acids (1e3) from ethyl 2-benzyl/(diphenyl)methyl/naphthylselenoethanoates using our earlier reported procedure [9,29]. The synthesis of novel trans-3-benzyl/(diphenyl)methyl/naphthylseleno substituted b-lactams (5e7) was performed through Staudinger cycloaddition reaction between the Schiff's bases 4(aeh) and ketene (B), generated from 2-benzyl/(diphenyl)methyl/naphthylselenoethanoic acids (1e3) respectively (Scheme 1).…”

“…b-Lactams have acquired a prominent place in class of heterocyclic compounds due to their significant biological applications [9] as well as synthons for the synthesis of amino acids, alkaloids and taxoids [10]. Numerous articles reported in literature reveal that the nature of the groups linked to N-1, C-3 and C-4 of the b-lactam influences biological activity and efficacy [9].…”

“…Numerous articles reported in literature reveal that the nature of the groups linked to N-1, C-3 and C-4 of the b-lactam influences biological activity and efficacy [9]. Therefore, worldwide efforts have been directed towards the structural modification of b-lactams in order to enhance their spectrum of biological activity, potency, and specificity.…”

“…In these investigations, we synthesized novel 2-phenyl/benzylselenoethanoic acids, 3-phenyl/benzylseleno substituted b-lactams and spiroseleno b-lactams by substituting the sulfur with selenium atom [29,30]. Recently, we have reported successful attempts towards the synthesis and characterization of novel 2-pyridyl/naphthyl/ (diphenyl)methylselenoethanoic acids [9]. In continuation to this, herein, we wish to report the synthesis and structural characterization of novel and structurally diverse trans-3-benzyl/(diphenyl) methyl/naphthylseleno substituted b-lactams.…”

Synthesis of Novel Pyrazolylmethylene-Pyrimidine Heterocycles: Potential Synthons for Hybrid Β-Lactams

“…In our earlier studies, we have demonstrated the synthesis of selenoalkanoic acids useful as β-lactam precursors [31,32], novel 3-thio/seleno β-lactams and Lewis acid mediated functionalization [33][34][35][36][37][38][39], stereoselective cis-and trans-3-alkoxy-β-lactams [40], spirocyclic β-lactams [35,[41][42], (Z)-and (E)-3-allylidene-β-lactams [43], 3-keto-β-lactams [44] and bicyclic-β-lactams [45]. Recently, hybrid β-lactams I, II, III (Figure 1) with varied heterocyclic moieties have been shown to exhibit antimicrobial, antiprotozoal, anti-inflammatory and analgesic activities [46][47][48].…”