Directortho-Selective C–H Functionalization of Carboxybenzyl-Protected Arylalkylamines via Ir(III)-Catalyzed C–H Activation
Guobao Li,Jundie Hu,Runsheng Zeng*(曾润生),Da-Qing Shi, andYingsheng Zhao*(赵应声)
Key Laboratory of Organic Synthesis of Jiangsu Province, College of Chemistry, Chemical Engineering and Materials Science,Soochow University,Suzhou215123,China
Org. Lett.,2018,20(8), 2454--2458
A convenient and practical approach to synthesizeortho-alkynylated arylalkylamines throughortho-selective C–H functionalization has been developed using Cbz-amide as the directing group and Ir(III) as the catalyst. Various substrates were well tolerated, affording the corresponding products in moderate to good yields. Moreover, preliminary mechanistic study revealed the role of the amide as the coordination center to cooperate with the Ir(III) complex during C–H activation. Development of this Cbz-amide-promoted CAr–H functionalization offers a practical approach with potential applications in organic synthesis.

链接:https://pubs.acs.org/doi/10.1021/acs.orglett.8b00797