Organophotoredox Pd-Catalyzed C-H Arylation at Room Temperature using Diaryliodonium Salts

被引:0
|
作者
Bennett, Christopher W. [1 ]
Mcdonald, Nicholas R. [1 ]
Siddiqui, Almeera [1 ]
Romero, Erik A. [1 ]
机构
[1] Univ Calif San Diego, Dept Chem & Biochem, 9500 Gilman Dr, La Jolla, CA 92093 USA
来源
CHEMPHOTOCHEM | 2025年 / 9卷 / 02期
关键词
C-H activation; Diaryliodonium salt; Photochemistry; Palladium; Metallaphotoredox; ONE-POT SYNTHESIS; N BOND FORMATION; TRANSITION-METAL; SULFUR-DIOXIDE; ARYL HALIDES; ARENES; FUNCTIONALIZATION; ACTIVATION; CARBAZOLES; COMPLEXES;
D O I
10.1002/cptc.202400285
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
Direct functionalization of C-H bonds is the most expeditious strategy to build complexity into organic molecules. Unfortunately, most Pd-catalyzed C-H arylation strategies require high temperatures and/or stoichiometric oxidants. The discovery of metallaphotoredox C-H arylation in 2011 forged a new approach to achieve metal catalyzed C-H arylation at room temperature. Since this discovery, most reports still use explosive diazonium salts as aryl radical precursors. Alternatively, a single report uses bench-stable diaryliodonium salts, albeit with an Ir-based photocatalyst. In this study, we develop an organophotoredox manifold that enables Pd-catalyzed C-H arylation of numerous N-aryl amide substrates. The results we present are expected to revitalize the use of diaryliodonium salts to achieve room temperature arylations of wide-ranging classes of C-H bonds.
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收藏
页数:6
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