Employment of α-nitroketones in organic synthesis. Issue 21 (9th May 2019)

• Record Type: Journal Article
• Authors: Gharui, Chandan; Pan, Subhas chandra
• Is Part Of: Organic & biomolecular chemistry. Volume 17:Issue 21(2019)
• Page Start: 5190
• Page End: 5211
• Publication Date: 2019-05-09
• Subjects: Chemistry, Organic -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1039/c9ob00828d
• Languages: English
• ISSNs: 1477-0520

Abstract

Abstract : This review summarizes the recent developments of the reactions of α-nitroketones and the consequent formation of a variety of structural frameworks is discussed. 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.