Photoredox Ni-catalyzed decarboxylative arylation of oxamic acids for amide synthesis

文献情報

出版日 2023-11-07

DOI 10.1039/D3QO01370G

インパクトファクター 5.281

著者

Depeng Duan, Lu Song

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要旨

Decarboxylative cross-coupling of oxamic acids with (hetero)aryl halides has been accomplished through the synergistic merger of organic photoredox with nickel catalysis. Readily accessible oxamic acids serve as convenient starting materials that generate the key carbamoyl radicals via organic photoredox-catalyzed decarboxylation. This new, mild, and operationally simple amide synthesis protocol transforms a wide range of oxamic acids, along with (hetero)aryl halides, into the corresponding carbamides in good to excellent yields. This method is easily scalable and applicable to late-stage modification of complex molecules. Mechanistic data are consistent with the proposed reaction mechanism, in which the capture of carbamoyl radicals by ligated Ni(0) species occurs prior to the oxidative addition to an aryl electrophile.

掲載誌

Organic Chemistry Frontiers

CiteScore: 7.8

自己引用率: 8.7%

年間論文数: 724

Organic Chemistry Frontiers publishes high-quality research from across organic chemistry. Emphases are placed on studies that make significant contributions to the field of organic chemistry by reporting either new or significantly improved protocols or methodologies. Topics include, but are not limited to the following: Organic synthesis Development of synthetic methodologies Catalysis Natural products Functional organic materials Supramolecular and macromolecular chemistry Physical and computational organic chemistry

Photoredox Ni-catalyzed decarboxylative arylation of oxamic acids for amide synthesis

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