铑（III）催化的N -羟基肟与马来酸酯/2 -氯丙烯酸酯的[4+2]环化反应：异喹啉- 3,4 -二羧酸和异喹啉- 3 -羧酸的合成

IF 2.5 3区化学 Q2 CHEMISTRY, ORGANIC

European Journal of Organic Chemistry Pub Date : 2025-02-24 DOI:10.1002/ejoc.202401264

He Li , Tao Chen , Zhiwei Wang , Yuxin Li , Baoheng Wu , Ning Xu , Ye Lu , Xinxin Jin , Jiaqi Yu , Jinglin Liu , Ming Bao

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引用次数: 0

摘要

一种新的Rh（III）催化的[4+2]N -羟基肟与马来酸酯/2 -氯丙烯酸酯的环化反应，以中等至优异的收率生成了多种异喹啉骨架化合物。该方案在不使用任何外部金属氧化剂的情况下，具有良好的官能团相容性和广泛的底物范围。进行了克尺度和衍生化反应，以显示这种转化的潜在效用。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

Rhodium(III)‐Catalyzed [4+2] Annulation of N‐Hydroxyoximes with Maleate Esters/2‐Chloroacrylates: Synthesis of Isoquinoline‐3,4‐Dicarboxylates and Isoquinoline‐3‐Carboxylates

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Rhodium(III)‐Catalyzed [4+2] Annulation of N‐Hydroxyoximes with Maleate Esters/2‐Chloroacrylates: Synthesis of Isoquinoline‐3,4‐Dicarboxylates and Isoquinoline‐3‐Carboxylates

A novel Rh(III)‐catalyzed [4+2] annulation of N‐hydroxyoximes with maleate esters/2‐chloroacrylates is disclosed, in which diverse isoquinoline skeleton compounds were generated in moderate to excellent yields. The protocol exhibits a good compatibility of functional groups and wide scope of substrates without using any external metal oxidants. Gram‐scale and derivatization reactions were performed to show the potential utility of this transformation.

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来源期刊

European Journal of Organic Chemistry 化学-有机化学

CiteScore

5.40

自引率

3.60%

发文量

752

审稿时长

1 months

期刊介绍： The European Journal of Organic Chemistry (2019 ISI Impact Factor 2.889) publishes Full Papers, Communications, and Minireviews from the entire spectrum of synthetic organic, bioorganic and physical-organic chemistry. It is published on behalf of Chemistry Europe, an association of 16 European chemical societies. The following journals have been merged to form two leading journals, the European Journal of Organic Chemistry and the European Journal of Inorganic Chemistry: Liebigs Annalen Bulletin des Sociétés Chimiques Belges Bulletin de la Société Chimique de France Gazzetta Chimica Italiana Recueil des Travaux Chimiques des Pays-Bas Anales de Química Chimika Chronika Revista Portuguesa de Química ACH—Models in Chemistry Polish Journal of Chemistry.