Palladium-Catalyzed Selective Amino- and Alkoxycarbonylation of Iodoarenes with Aliphatic Aminoalcohols as Heterobifunctional O,N-Nucleophiles
作者:László Kollár、Attila Takács、Csilla Molnár、Andrew Kovács、László T. Mika、Péter Pongrácz
DOI:10.1021/acs.joc.2c02712
日期:2023.4.21
heteroaromatic substrates and numerous related nucleophiles were tested under optimized conditions, providing moderate to good yields of the target compounds. Reactions of serinol and 1,3-diamino-2-propanol as model trifunctional compounds showed particularly high chemoselectivity on amide ester products. Considering the coordinative properties of the applied nucleophiles, a rational catalytic cycle was proposed
在脂肪族异双功能 N,O-亲核试剂存在的情况下,研究了钯催化的芳基碘化物的氨基和烷氧基羰基化反应。实现了酰胺醇和酰胺酯的选择性合成,由碱和底物的比例控制。还研究了碘苯取代基对产物选择性的影响,结果令人惊讶。除了模型乙醇胺/碘苯系统外,还在优化条件下测试了各种杂芳基底物和许多相关亲核试剂,提供了中等至良好的目标化合物收率。丝氨醇和 1,3-二氨基-2-丙醇作为模型三官能化合物的反应对酰胺酯产物显示出特别高的化学选择性。考虑到所应用的亲核试剂的配位性质,