Center for Insoluble Protein Structures, Department of Chemistry and Interdisciplinary Nanoscience Center, Aarhus University, Langelandsgade 140, 8000 Aarhus C, Denmark.
J Org Chem. 2012 Apr 20;77(8):3793-9. doi: 10.1021/jo3000767. Epub 2012 Apr 10.
The palladium-catalyzed carbonylation of urea derivatives with aryl iodides and bromides afforded N-benzoyl ureas (20 examples) in yields attaining quantitative via the application of near-stoichiometric amounts of carbon monoxide generated from the decarbonylation of the CO precursor, 9-methylfluorene-9-carbonyl chloride. The synthetic protocol displayed good functional group tolerance. The methodology is also highly suitable for (13)C isotope labeling, which was demonstrated through the synthesis of three benzoyl ureas, including the insecticide triflumuron, whereby (13)CO was incorporated into the core structure.
钯催化的尿素衍生物与芳基碘和溴代物的羰基化反应，通过应用从 CO 前体 9-甲基芴-9-甲酰氯脱羰产生的近乎化学计量的一氧化碳，以定量收率得到 N-苯甲酰基脲（20 个实例）。该合成方案显示出良好的官能团耐受性。该方法也非常适合（13）C 同位素标记，这通过三种苯甲酰基脲的合成得到了证明，包括杀虫剂三氟隆，其中（13）CO 被掺入到核心结构中。
