赵应声副教授与重庆大学蓝宇教授合作在 Angew. Chem. Int. Ed. 上发表研究论文

Ruthenium(II)-Catalyzed C@H Difluoromethylation of Ketoximes: Tuning the Regioselectivity from the meta to the para Position

Chunchen Yuan1,+, Lei Zhu2,+, Runsheng Zeng1, Yu Lan2,*蓝宇, and Yingsheng Zhao1,*(赵应声)


1Key Laboratory of Organic Synthesis of Jiangsu Province

College of Chemistry, Chemical Engineering, and Materials Science

Soochow University,Suzhou 215123 (P.R. China)

2School of Chemistry and Chemical Engineering,Chongqing University,

Chongqing 40030 (P.R. China)

[+]These authors contributed equally.


Angew. Chem. Int. Ed.2018,57, 1277--1281


A highlyparaselective CAr−H difluoromethylation of ketoxime ethers under ruthenium catalysis has been developed. A wide variety of ketoxime ethers are compatible with the reaction, which leads to the correspondingparadifluoromethylated products in moderate to good yield. A mechanistic study clearly showed that chelationassisted cycloruthenation is the key factor in theparaselectivity of the difluoromethylation of ketoxime ethers. Density functional theory was used to gain a theoretical understanding of theparaselectivity.


链接:https://onlinelibrary.wiley.com/doi/full/10.1002/anie.201711221