A Synthetic Overview of Enones Aziridination

Abstract

Aziridines are an important class of synthetic intermediates that are widely used in the synthesis of useful compounds and intermediates found in pharmaceuticals, natural products, and other functional materials. Several compounds with the aziridine ring system exhibit significant biological activity as well. Consequently, the synthesis of aziridines has been the focus of intense research over the last two decades. Despite numerous successful methods, no review article exclusively on Enone aziridination has been published to date. Therefore, the up‐to‐date developments in the synthesis of aziridines from enones, which are convenient synthetic precursors, by nucleophilic addition reactions are described with advantages, limitations, and mechanistic pathways.

“Synergistic Innovation: Crafting Indazole Derivatives for Advanced Anticancer, Antioxidant, and Antimicrobial Efficacy through Integrative Design and Holistic Evaluation”

“…Mechanism: Reduction of the nitro group to an amino group using tin (II) chloride in ethanol, followed by reaction with aryl sulphonyl chlorides to form N‐(1‐(2‐chloropyrimidin‐4‐yl)‐1 H ‐indazol‐5‐yl) benzenesulfonamide ( 4 a – i ) and N‐(1‐(2‐chloropyrimidin‐4‐yl)‐6‐ethoxy‐1 H ‐indazol‐5‐yl) benzenesulfonamide ( 5 a – i ) [59] …”

“…The collected fractions were then subjected to crystallization from an appropriate solvent to isolate the pure N‐(1‐(2‐chloropyrimidin‐4‐yl)‐1 H ‐indazol‐4‐yl) benzenesulfonamide ( 4 a – i ) or N‐(1‐(2‐chloropyrimidin‐4‐yl)‐6‐ethoxy‐1 H ‐indazol‐5‐yl) benzenesulfonamide ( 5 a – i ). The crystalline product was filtered, washed with a suitable solvent to remove impurities, and subsequently dried under vacuum [59] …”

Hydrogen bond-promoted regio- and stereoselective synthesis of isoindoline derivatives through Pd-catalyzed isocyanide insertion reaction involving aziridines

“…The reactions yielded chalcones 3 , 17 which were then converted to the corresponding aziridines 4 successfully (Scheme 2). 18 All products 4 were isolated by column chromatography with overall yields of 70–85% (Table 1). The diastereoisomer ratio of the isolated products is more than 20 : 1 based on the 1 H NMR spectrum (dr > 20 : 1).…”