Copper-catalyzed remote C(sp3)-H heteroarylation of N-fluorocarboxamides with azoles

被引：0

作者：

Gao, Shuo ^{[1
]}

Liu, Zilin ^{[1
]}

Li, Siyu ^{[1
]}

Sun, Yingpei ^{[2
]}

Zhao, Mengmeng ^{[1
]}

Guo, Weibo ^{[1
]}

Zhang, Zhen-Hua ^{[1
]}

机构：

[1] Linyi Univ, Sch Chem & Chem Engn, Linyi 276000, Peoples R China

[2] Shandong Luoxin Pharmaceut Grp Stock Co Ltd, Pharmaceut Res Inst, Linyi, Peoples R China

来源：

TETRAHEDRON | 2025年 / 172卷

基金：

中国国家自然科学基金;

关键词：

DIRECT ARYLATION; BONDS; 1,3,4-OXADIAZOLES; FLUORINATION; ALKYLATION;

D O I：

10.1016/j.tet.2025.134451

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A general protocol for intermolecular distal C(sp3)-H heteroarylation of N-fluorocarboxamides with azoles under copper catalysis has been accomplished. Notably, both benzylic C(sp3)-H bonds and aliphatic C(sp3)-H bonds in carboxamides could conduct reactions smoothly and exhibited remarkable regioselectivity. This crossdehydrogenative coupling reaction involved a sequential course of amidyl radical generation, 1,5-hydrogen atom transfer (HAT), and heteroarylation steps. This approach was capable of accomplishing the heteroarylation reaction of the distal carbon-hydrogen bonds of amides by simultaneously activating C(sp2)-H and C(sp3)- H, avoiding the utilization of pre-functionalized heteroarenes.

引用

页数：9

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