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

Org Lett

Urumqi Key Laboratory of Green Catalysis and Synthesis Technology, Key Laboratory of Oil and Gas Fine Chemicals, Ministry of Education & Xinjiang Uygur Autonomous Region, State Key Laboratory of Chemistry and Utilization of Carbon Based Energy Resources, College of Chemistry, Xinjiang University, Ur

Published: December 2024


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Article 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 -alkyl--methacryloyl benzamides with unactivated alkanes for the synthesis of alkylated isoquinoline-1,3-(2,4)-diketones. The protocol features mild reaction conditions, high atom utilization efficiency, scale-up synthesis, simple operation, and recycling of catalysts.

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http://dx.doi.org/10.1021/acs.orglett.4c03697DOI Listing

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