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Issue 21, 2019
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Employment of α-nitroketones in organic synthesis

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Abstract

α-Nitroketones, useful bidentate reagents having nitro and keto functionalities, have been recently employed in a range of metal and organocatalytic domino reactions. In fact, several C–C, C–O, and C–N bond forming reactions were developed including Michael, domino-Michael, denitration, desymmetrisation, Mannich, nucleophilic addition/elimination and cycloaddition pathways. Unlike nitroalkanes, α-nitroketones can generate a range of active 1,3 dipolar intermediates such as nitronates and nitrile oxides which have been engaged in various cycloaddition reactions. Also α-functionalisation reactions such as arylations and halogenations were carried out. A variety of useful organic frameworks such as chromans, dihydrofurans, isoxazoles, pyrazoles etc. have been prepared. This review highlights the recent developments in the utilisation of α-nitroketones in organic synthesis and discusses the progress over the current years.

Graphical abstract: Employment of α-nitroketones in organic synthesis

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Publication details

The article was received on 10 Apr 2019, accepted on 25 Apr 2019 and first published on 26 Apr 2019


Article type: Review Article
DOI: 10.1039/C9OB00828D
Org. Biomol. Chem., 2019,17, 5190-5211

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    Employment of α-nitroketones in organic synthesis

    C. Gharui and S. C. Pan, Org. Biomol. Chem., 2019, 17, 5190
    DOI: 10.1039/C9OB00828D

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