Selective reductive annulation reaction for direct synthesis of functionalized quinolines by a cobalt nanocatalyst

• Published in: Journal of catalysis Vol. 383; pp. 239 - 243
• Main Authors: Xie, Rong, Lu, Guang-Peng, Jiang, Huan-Feng, Zhang, Min
• Format: Journal Article
• Language: English
• Published: Elsevier Inc 01.03.2020
• Subjects: catalytic activity; Cobalt; Functionalized quinolines; Heterogeneous catalysis; hydrogen; moieties; nanocatalysts; nanomaterials; quinolines; Reductive annulation; Transfer hydrogenation; zirconium oxide; Reductive annulation; Heterogeneous catalysis; Transfer hydrogenation; Functionalized quinolines; Cobalt
• ISSN: 0021-9517; 1090-2694
• DOI: 10.1016/j.jcat.2020.01.034

By developing a new N-doped ZrO2@C supported cobalt nanomaterial, it has been successfully applied as an efficient catalyst for the reductive annulation of 2-nitroaryl carbonyls with alkynoates and alkynones. The catalytic transformation allows synthesizing a wide array of funcitonalized quinolines with the merits of broad substrate scope, good functional group tolerance, excellent hydrogen transfer selectivity, reusable earth-abundant metal catalyst, and operational simplicity. [Display omitted] •New reductive annulation reaction.•New cobalt catalyst.•Direct access to functionalized quinolines.•Selective transfer hydrogenation. Due to the extensive applications of quinolines, the search for selective construction of such products has long been an attractive subject in scientific community. Herein, by developing a new N-doped ZrO2@C supported cobalt nanomaterial, it has been successfully applied as an efficient catalyst for the reductive annulation of 2-nitroaryl carbonyls with alkynoates and alkynones. The catalytic transformation allows synthesizing a wide array of funcitonalized quinolines with the merits of broad substrate scope, good functional group tolerance, excellent hydrogen transfer selectivity, reusable earth-abundant metal catalyst, and operational simplicity. The developed chemistry paves the ways for further design of hydrogen transfer-mediated coupling reactions by developing heterogeneous catalysts with suitable supports.