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

Abstract 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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Publication Details

Journal
European Journal of Organic Chemistry
Published
2024-12-27
DOI
https://doi.org/10.1002/ejoc.202401264
Citations
2
Primary Topic
Catalytic C–H Functionalization Methods
Type
article
Field-Weighted Citation Impact
0.50

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article

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

Ye Lu, Xinxin Jin, Ming Bao, Ning Xu et al.
2 citations
European Journal of Organic Chemistry
Catalytic C–H Functionalization Methods
0.50
article

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

Ye Lu, Xinxin Jin, Ming Bao, Ning Xu, Jiaqi Yu, Tao Chen, He Li, Yuxin Li, Zhiwei Wang, Bin Wu, Jing-Lin Liu
article en
2 citations

Abstract

Abstract 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.

European Journal of Organic ChemistryVol. 28(8)
Dalian University of Technology (CN), Dalian University (CN), Innovation Team (China) (HK)
National Natural Science Foundation of China, Natural Science Foundation of Inner Mongolia
Openalex Percentile: Top 37%
Catalytic C–H Functionalization Methods
0.50
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Rhodium(III)‐Catalyzed [4+2] Annulation of <i>N</i>‐Hydroxyoximes with Maleate Esters/2‐Chloroacrylates: Synthesis of Isoquinoline‐3,4‐Dicarboxylates and Isoquinoline‐3‐Carboxylates — Ye Lu, Xinxin Jin, et al. · European Journal of Organic Chemistry (2024) | TGRS Research Map | TGRS