Lewis Acidic Ionic-Liquid-Catalyzed Radical-Cascade Alkylation/Cyclization of <i>N</i>-Alkyl-<i>N</i>-methacryloyl Benzamides with Alkanes via Visible-Light-Induced Ligand-to-Metal Charge Transfer: Access to Alkylated Isoquinoline-1,3(2<i>H</i>,4<i>H

With the flourishing progress of ligand-to-metal charge transfer (LMCT) photocatalysis, various metals were developed as catalysts to activate abundant alkane feedstocks for the synthesis of functionalized organic compounds. However, to the best of our knowledge, most of the LMCT catalysts are difficult to recover and reuse for the next cycles. Herein, we report a reusable Lewis acidic ionic liquid (LAIL)-catalyzed radical-cascade alkylation/cyclization of <i>N</i>-alkyl-<i>N</i>-methacryloyl benzamides with unactivated alkanes for the synthesis of alkylated isoquinoline-1,3-(2<i>H</i>,4<i>H</i>)-diketones. The protocol features mild reaction conditions, high atom utilization efficiency, scale-up synthesis, simple operation, and recycling of catalysts.

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Publication Details

Journal
Organic Letters
Published
2024-11-21
DOI
https://doi.org/10.1021/acs.orglett.4c03697
Citations
21
Primary Topic
Radical Photochemical Reactions
Type
article
Field-Weighted Citation Impact
5.25
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article

Lewis Acidic Ionic-Liquid-Catalyzed Radical-Cascade Alkylation/Cyclization of N-Alkyl-N-methacryloyl Benzamides with Alkanes via Visible-Light-Induced Ligand-to-Metal Charge Transfer: Access to Alkylated Isoquinoline-1,3(2H,4H

Xinxin Ren, Chenjiang Liu, Ziren Chen, Bin Wang et al.
21 citations
Organic Letters
Radical Photochemical Reactions
5.25
article

Lewis Acidic Ionic-Liquid-Catalyzed Radical-Cascade Alkylation/Cyclization of N-Alkyl-N-methacryloyl Benzamides with Alkanes via Visible-Light-Induced Ligand-to-Metal Charge Transfer: Access to Alkylated Isoquinoline-1,3(2H,4H

Xinxin Ren, Chenjiang Liu, Ziren Chen, Bin Wang, Tao Zhang, Yanhong Wang, Yonghong Zhang, Yu Xia, Jingkun Li, Shaofeng Wu
article en
21 citations

Abstract

With the flourishing progress of ligand-to-metal charge transfer (LMCT) photocatalysis, various metals were developed as catalysts to activate abundant alkane feedstocks for the synthesis of functionalized organic compounds. However, to the best of our knowledge, most of the LMCT catalysts are difficult to recover and reuse for the next cycles. Herein, we report a reusable Lewis acidic ionic liquid (LAIL)-catalyzed radical-cascade alkylation/cyclization of <i>N</i>-alkyl-<i>N</i>-methacryloyl benzamides with unactivated alkanes for the synthesis of alkylated isoquinoline-1,3-(2<i>H</i>,4<i>H</i>)-diketones. The protocol features mild reaction conditions, high atom utilization efficiency, scale-up synthesis, simple operation, and recycling of catalysts.

Organic LettersVol. 26(48)
Xinjiang University (CN)
Clean water and sanitation
Openalex Percentile: Top 3%
Radical Photochemical Reactions
5.25
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Lewis Acidic Ionic-Liquid-Catalyzed Radical-Cascade Alkylation/Cyclization of <i>N</i>-Alkyl-<i>N</i>-methacryloyl Benzamides with Alkanes via Visible-Light-Induced Ligand-to-Metal Charge Transfer: Access to Alkylated Isoquinoline-1,3(2<i>H</i>,4<i>H — Xinxin Ren, Chenjiang Liu, et al. · Organic Letters (2024) | TGRS Research Map | TGRS