Palladium‐Catalyzed Benzylic C(sp3)−H Carbonylative Arylation with Aryl Bromides

Angewandte Chemie International Edition(2023)

引用 1|浏览0
暂无评分
摘要
Abstract A novel, selective and high‐yielding palladium‐catalyzed carbonylative arylation of a variety of weakly acidic (p K a 25–35 in DMSO) benzylic and heterobenzylic C(sp 3 )−H bonds with aryl bromides has been achieved. This system is applicable to a range of pro‐nucleophiles for access to sterically and electronically diverse α‐aryl or α,α‐diaryl ketones, which are ubiquitous substructures in biologically active compounds. The Josiphos SL‐J001‐1‐based palladium catalyst was identified as the most efficient and selective, enabling carbonylative arylation with aryl bromides under 1 atm CO to provide the ketone products without the formation of direct coupling byproducts. Additionally, (Josiphos)Pd(CO) 2 was identified as the catalyst resting state. A kinetic study suggests that the oxidative addition of aryl bromides is the turnover‐limiting step. Key catalytic intermediates were also isolated.
更多
查看译文
关键词
arylation bromides
AI 理解论文
溯源树
样例
生成溯源树,研究论文发展脉络
Chat Paper
正在生成论文摘要