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Issue 14, 2018
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Regioselective construction of 1,3-diaryl tetrahydroindazolones via the three-component reaction of 1,3-cyclohexanediones, β-nitrostyrenes and arylhydrazines

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Abstract

1,5,6,7-Tetrahydro-4H-indazol-4-one derivatives were successfully synthesized using a one-pot three-component system that combines substituted β-nitrostyrenes, 1,3-cyclohexanediones and phenylhydrazines. This reaction involves a highly efficient domino sequence consisting of the aza-Michael reaction, intramolecular O-nucleophilic addition, nucleophilic addition, and ring opening of furan as the key unit steps. Notably, the highly regioselective construction of the tetrahydro-4H-indazolone moiety and the introduction of functionalized aromatic rings were achieved.

Graphical abstract: Regioselective construction of 1,3-diaryl tetrahydroindazolones via the three-component reaction of 1,3-cyclohexanediones, β-nitrostyrenes and arylhydrazines

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Publication details

The article was received on 05 Feb 2018, accepted on 12 Mar 2018 and first published on 12 Mar 2018


Article type: Paper
DOI: 10.1039/C8OB00304A
Citation: Org. Biomol. Chem., 2018,16, 2456-2463
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    Regioselective construction of 1,3-diaryl tetrahydroindazolones via the three-component reaction of 1,3-cyclohexanediones, β-nitrostyrenes and arylhydrazines

    T. Wang, X. Qing, C. Dai, Z. Su and C. Wang, Org. Biomol. Chem., 2018, 16, 2456
    DOI: 10.1039/C8OB00304A

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