The Merger of Aryl Radical-Mediated Halogen-Atom Transfer (XAT) and Copper Catalysis for the Modular Cross-Coupling-Type Functionalization of Alkyl Iodides

被引：45

作者：

Caiger, Lewis ^{[1
]}

Zhao, Huaibo ^{[1
]}

Constantin, Timothee ^{[1
]}

Douglas, James J. ^{[2
]}

Leonori, Daniele ^{[3
]}

机构：

[1] Univ Manchester, Dept Chem, Manchester M13 9PL, England

[2] AstraZeneca, Pharmaceut Sci R&D, Early Chem Dev, Macclesfield SK10 2NA, England

[3] Rhein Westfal TH Aachen, Inst Organ Chem, D-52056 Aachen, Germany

来源：

ACS CATALYSIS | 2023年 / 13卷 / 07期

基金：

英国工程与自然科学研究理事会;

关键词：

halogen-atom transfer; copper catalysis; cross-coupling; aryl radicals; alkyl iodide; C-N; CHEMISTRY;

D O I：

10.1021/acscatal.3c00571

中图分类号：

O64 [物理化学（理论化学）、化学物理学];

学科分类号：

070304 ; 081704 ;

摘要：

Here, we report a toolbox strategy to cross-couple unactivated secondary alkyl iodides with various N-, O-, and C-based nucleophiles. This strategy harnesses the ability of photoredox-generated phenyl radicals to mediate halogen-atom transfer (XAT) and convert alkyl iodides into the corresponding radicals. These species engage in a second catalytic cycle, mediated by copper, which enables C-N/O/C bond formation with the various nucleophiles.

引用

页码：4985 / 4991

页数：7

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