2005/07/23 by Yoshiro Furuya, Kazuaki Ishihara, Hisashi Yamamoto · 1 citation
Chemistry · Materials Science · #Chemical Synthesis and Reactions #Inorganic and Organometallic Chemistry #Synthesis and properties of polymers
paper · doi:10.1021/ja053441x
openalex publication_date 2005/07/23 · openalex created_date 2025/10/10 · openalex updated_date 2026/08/04
The first general organocatalytic Beckmann rearrangement of ketoximes into amides has been realized by the catalytic use of cyanuric chloride. Furthermore, acids such as HCl and ZnCl2 are effective as cocatalysts with cyanuric chloride. For example, azacyclotridecan-2-one, which is synthetically useful as a starting material for nylon-12, was prepared in quantitative yield by the Beckmann rearrangement of cyclododecanone oxime (100 mmol scale) catalyzed by cyanuric chloride (0.5 mol %) and ZnCl2 (1 mol %).