镍催化的、选择性的、基于自由基的芳香酮烷基化反应
Nickel-Catalyzed, -Selective, Radical-Based Alkylation of Aromatic Ketones.
作者信息
Wang Jie, Pang Yu-Bo, Tao Na, Zeng Runsheng, Zhao Yingsheng
机构信息
Key Laboratory of Organic Synthesis of Jiangsu Province, College of Chemistry, Chemical Engineering and Materials Science & Collaborative Innovation Center of Suzhou Nano Science and Technology , Soochow University , Suzhou 215123 , China.
出版信息
Org Lett. 2020 Feb 7;22(3):854-857. doi: 10.1021/acs.orglett.9b04327. Epub 2020 Jan 10.
A direct, -selective, radical-based alkylation of aromatic ketones with alkanes has been developed using a nickel catalyst with oxamide as the ligand. Acetophenones bearing electron-withdrawing substituents were functionalized directly with simple alkanes with high -selectivity while acetophenones with electron-donating groups were mainly -functionalized. A mechanistic study indicated that C-H bond activation of the aromatic ring may be the rate-determining step of the reaction.
已开发出一种使用以草酰胺为配体的镍催化剂，使芳香酮与烷烃进行直接、选择性、基于自由基的烷基化反应。带有吸电子取代基的苯乙酮能与简单烷烃直接发生官能化反应，具有高选择性，而带有供电子基团的苯乙酮主要发生官能化反应。机理研究表明，芳环的C-H键活化可能是该反应的速率决定步骤。
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