Novel Synthetic Antibacterial Agents

PIFA-Mediated Tandem Hofmann-Type Rearrangement and Cyclization Reaction of α-Acyl-β-aminoacrylamides: Access to Polysubstituted Oxazol-2(3H)-ones

“…Oxazol-2­(3 H )-ones constitute the key units of many natural products and designed molecules along with diverse bioactivities, such as antibacterial, antitumor, cyclooxygenase-2 inhibitory, neuroleptic, and herbicidal activities (Figure ). − In addition, they are widely used as important building blocks and versatile intermediates for complex molecule construction in organic chemistry and medicinal chemistry. , In this context, many synthetic approaches have been established for oxazol-2­(3 H )-ones and their fused analogues, including (i) Lewis-acid- or Lewis-base-catalyzed condensation of 1,2-aminoketones with carbonyl compounds, (ii) transition-metal-catalyzed cyclization of the N -alkynyl tert -butyloxycarbamates, , (iii) cycloaddition of secondary propargyl alcoholes with isocyanates or carbon dioxide and amines, (iv) cycloaddition of α-hydroxyl ketones with isocyanates or carbamates, (v) Brønsted-acid-catalyzed cyclization of β-amino-1,4-enols, (vi) transition-metal-catalyzed coupling- isomerization-elimination of propargyl carbamates with acid chlorides, (vii) transition-metal-catalyzed cyclization of β,β-dihaloenamides, and (viii) cyclization of 2-amino-phenols with different carbonylating reagents . Alternatively, some functionalized oxazol-2­(3 H )-ones have also been prepared via oxidation of 2-oxazolidones or modification of the preconstructed oxazol-2­(3 H )-one skeleton …”

Catalytic one-pot synthesis of 4-(hetero)aryl substituted 5-(2-oxoethyl) oxazol-2(3H)-ones by coupling–isomerization–elimination (CIE) sequence

“…2). 9 For instance, the antibiotic linezolid (zyvoxid® by Pfizer) was found to be active against multiresistant Gram positive bacteria (Fig. 7 Furthermore they have reached particular attention as building blocks in natural product synthesis.…”

“…8 Oxazolidinones and oxazolones can also be found in the core of a series of antimicrobial active ingredients. 9 For instance, the antibiotic linezolid (zyvoxid® by Pfizer) was found to be active against multiresistant Gram positive bacteria (Fig. 3).…”