Synthesis of 8-Substituted-2-Carboxy-4-(4-Fluorophenyl)-2,3-Dihydro-1,5-Benzothiazepines

Synthesis of Novel Heterocyclic Compounds with Expected Antibacterial Activities from 4‐(4‐Bromophenyl)‐4‐oxobut‐2‐enoic Acid

“…Chemically, due to their electrophilicity, β‐aroylacrylic acid reacts with nucleophiles including primary and secondary amines . β‐aroylacrylic acids also are convenient polyelectrophilic reagents in the synthesis of heterocyclic rings, for which the addition reaction of N‐, S‐, P‐, or C‐nucleophiles occurs exclusively at the α‐carbonyl electrophilic position of the molecule . In view of aforementioned facts, it seems most interesting to use 4‐(4‐bromophenyl)‐4‐oxobut‐2‐enoic acid to react with benzimidazole, ethyl glycinate hydrochloride, anthranilic acid, and o ‐phenylenediamine with the aim of increasing the synthetic potential of β‐aroylacrylic acids and studying the antibacterial activity of synthesized compounds.…”

Regioselective Diastereomeric Michael Adducts as Building Blocks in Heterocyclic Synthesis

“…Reports from our laboratory and others revealed that the 4‐aryl‐4‐oxobut‐2‐enoic acids are convenient poly electrophilic reagents in the synthesis of heterocycles, which for the addition reaction of nucleophililes, for example, carbon, nitrogen, sulfur, and phosphore occurs exclusively at the α‐carbon electrophilic center of the carboxy precursors. Recently, the authors reported the behavior of 4‐(4‐acetylaminophenyl)‐4‐oxo‐but‐2‐enoic acid ( 1 ) that was allowed to react with pyrazoles, for example, 3‐methyl/phenyl‐2‐pyrazolen‐5‐one, barbituric acid, and quinazolinone derivatives in different reaction conditions under Michael, aza‐Michael, and Friedel–Crafts reaction conditions.…”

Utility of Benzimidazoles in Synthesis of New Bases of Nucleoside Moieties, and as Antioxidant in Lubricant Oils

“…With the aim of broading the synthetic potential of 4-Aryl-4-oxobut-2-enoic acids [12][13][14][15][16][17][18][19][20][21][22], the authors can be reported the behavior of 4-(4-chloro-3-methylphenyl)-4-oxo-but-2-enoic acid was allowed to react with benzimidazole and 2 mercaptobenzimidazole afforded aza/thia-Michael adducts. The preference of nitrogen and sulfur nucleophiles at C 2 was due to stability of the primary zwitterionic adducts 1 and 6 (Chart 1).…”