Simple and Efficient Aromatic C−H Oxazolination  

作　　者：Qiu Shi Yu Huang Wenbo H.Liu 

机构地区：[1]School of Chemistry,Sun Yat-sen University,Guangzhou 510006,China

出　　处：《Precision Chemistry》2023年第5期316-325,共10页精准化学（英文）

基　　金：the Fundamental Research Funds for the Central Universities(22qntd2306);Guangzhou Municipal Science and Technology Bureau(202201011151);the National Natural Science Foundation of China(22201311).

摘　　要：Aromatic oxazolines are versatile in organic synthesis as directing groups,ligands,and protected carboxylic acids.Developing efficient approaches to oxazoline from an aromatic C−H bond is more desirable compared to the established protocols from carboxylic acid and its equivalents.Herein,a simple and efficient aromatic C−H oxazolination with broad substrate scope is described.By employing this transformation as an enabling step,diversity-oriented synthesis of functionalized arenes and target-oriented synthesis of four drugs were accomplished.Mechanistic experiments suggest that this aromatic oxazolination is an electrophilic aromatic substitution.It is anticipated that this transformation will find applications in aromatic C−H functionalization with oxazoline either as a removable directing group or as a masked carboxylic acid.

关 键 词：aromatic C−H functionalization OXAZOLINES metal free aromatic electrophilic substitution late-stage functionalization 

分 类 号：O621.25[理学—有机化学]