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Nickel(0)-Catalyzed Decarbonylative Cross-Coupling of Aromatic Esters with Arylboronic Acids via Chelation Assistance.

ABSTRACT: 10-Arylbenzo[h]quinolines were synthesized by cross-coupling of ethyl benzo[h]quinoline-10-carboxylate with arylboronic acids via group-directed Ni(0) catalyzation. The catalytic system combining Ni(COD)₂ (10 mol %) with PCy₃ (20 mol %) and t-BuOK (3 equiv) was optimal for the above transformations. A series of arylboronic acids reacted with ethyl benzo[h]quinoline-10-carboxylates for the production of various substituted 10-phenyl[h]quinolines in moderate and good yields under optimized reaction conditions.

SUBMITTER: Hu Z

PROVIDER: S-EPMC9245102 | biostudies-literature | 2022 Jun

REPOSITORIES: biostudies-literature

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Nickel(0)-Catalyzed Decarbonylative Cross-Coupling of Aromatic Esters with Arylboronic Acids via Chelation Assistance.

Hu Zhenzhu Z Wang Yuhang Y Ma Peng P Wu Xiaqian X Wang Jianhui J

ACS omega 20220613 25

10-Arylbenzo[h]quinolines were synthesized by cross-coupling of ethyl benzo[h]quinoline-10-carboxylate with arylboronic acids via group-directed Ni(0) catalyzation. The catalytic system combining Ni(COD)2 (10 mol %) with PCy3 (20 mol %) and t-BuOK (3 equiv) was optimal for the above transformations. A series of arylboronic acids reacted with ethyl benzo[h]quinoline-10-carboxylates for the production of various substituted 10-phenyl[h</i ...[more]

PMID: 35785273

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