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

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...

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Published inJournal of catalysis Vol. 383; pp. 239 - 243
Main Authors Xie, Rong, Lu, Guang-Peng, Jiang, Huan-Feng, Zhang, Min
Format Journal Article
LanguageEnglish
Published Elsevier Inc 01.03.2020
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ISSN0021-9517
1090-2694
DOI10.1016/j.jcat.2020.01.034

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Abstract 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.
AbstractList 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.
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.
Author Xie, Rong
Lu, Guang-Peng
Jiang, Huan-Feng
Zhang, Min
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Keywords Reductive annulation
Heterogeneous catalysis
Transfer hydrogenation
Functionalized quinolines
Cobalt
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Snippet 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...
Due to the extensive applications of quinolines, the search for selective construction of such products has long been an attractive subject in scientific...
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SubjectTerms catalytic activity
Cobalt
Functionalized quinolines
Heterogeneous catalysis
hydrogen
moieties
nanocatalysts
nanomaterials
quinolines
Reductive annulation
Transfer hydrogenation
zirconium oxide
Title Selective reductive annulation reaction for direct synthesis of functionalized quinolines by a cobalt nanocatalyst
URI https://dx.doi.org/10.1016/j.jcat.2020.01.034
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