Direct ortho-Selective C–H Functionalization of Carboxybenzyl-Protected Arylalkylamines via Ir(III)-Catalyzed C–H Activation
Guobao Li, Jundie Hu, Runsheng Zeng, Da-Qing Shi, Yingsheng Zhao
Index: 10.1021/acs.orglett.8b00797
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Abstract
A convenient and practical approach to synthesize ortho-alkynylated arylalkylamines through ortho-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.