Decarboxylative Nickel- and Photoredox-Catalyzed Aminocarbonylation of (Hetero)Aryl Bromides

被引:11
|
作者
Hutskalova, Valeriia [1 ]
Bou Hamdan, Farhan [2 ]
Sparr, Christof [1 ]
机构
[1] Univ Basel, Dept Chem, CH-4056 Basel, Switzerland
[2] Syngenta Crop Protect AG, Crop Protect Res, CH-4332 Stein, Switzerland
关键词
CARBAMOYL RADICAL GENERATION;
D O I
10.1021/acs.orglett.3c02389
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An efficient methodology for the photoredox- and nickel-catalyzed aminocarbonylation of (hetero)aryl bromides was developed. The utilization of readily available oxamic acids, the application of a broadly used organic photoredox catalyst (4CzIPN), and mild reaction conditions make this transformation an appealing alternative to classical amidation procedures. The generation of carbamoyl radicals was supported by trapping reactions with a hydrogen atom transfer catalyst in the presence of D2O, yielding the deuterated formamide. The generality of this deuteration protocol was confirmed for various oxamic acids.
引用
收藏
页码:2768 / 2772
页数:5
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