钯催化2-碘苯并胺与2-卤代苯甲酸环化合成菲咯啶

IF 4.7 1区化学 Q1 CHEMISTRY, ORGANIC

Organic Chemistry Frontiers Pub Date : 2025-08-09 DOI:10.1039/d5qo00968e

Ying Fu, Hao Chen, Yu Luo, Wenying Yang, Liying Jia, Zhengyin Du

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引用次数: 0

摘要

研究了钯催化2-碘苯并胺与2-卤代苯甲酸的脱羧环化反应，制备了苯菲啶支架。密度泛函理论计算表明，在KOAc添加剂的存在下，该环化反应通过Pd（II）转金属途径而不是氧化生成Pd（IV）途径进行。碱基Cs2CO3在C−H键活化中起关键作用，这是速率决定步骤。

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Synthesis of Phenanthridines via Palladium-Catalyzed Annulation of 2-Iodobenzimines with 2-Halobenzoic Acids

A palladium-catalyzed decarboxylative annulation reaction of 2-iodobenzimines with 2-halobenzoic acids for the synthesis of phenanthridine scaffolds has been developed. Density functional theory calculations revealed that in the presence of the KOAc additive, this annulation reaction proceeds via Pd(II) transmetalation pathway rather than the oxidative Pd(IV) formation pathway. The base Cs2CO3 plays a crucial role in C−H bond activation, which is the rate-determining step.

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来源期刊

Organic Chemistry Frontiers CHEMISTRY, ORGANIC-

CiteScore

7.90

自引率

11.10%

发文量

686

审稿时长

1 months

期刊介绍： Organic Chemistry Frontiers is an esteemed journal that publishes high-quality research across the field of organic chemistry. It places a significant emphasis on studies that contribute substantially to the field by introducing new or significantly improved protocols and methodologies. The journal covers a wide array of topics which include, but are not limited to, organic synthesis, the development of synthetic methodologies, catalysis, natural products, functional organic materials, supramolecular and macromolecular chemistry, as well as physical and computational organic chemistry.