Issue 89, 2014

Part I: Nitroalkenes in the synthesis of heterocyclic compounds

Abstract

The applications of nitroalkenes in the synthesis of three- to five-membered O, N and S-heterocycles, including natural products are investigated in this review. These heterocyclic compounds were synthesized from nitroalkenes with a variety of substituents at the α and β-positions and those that were part of common and medium rings via a wide variety of reactions such as Michael addition reactions, epoxidation, [3 + 2] cycloaddition and many cascade/domino/tandem reactions. In addition, the potential of nitroalkenes to take part in multi-component and cascade reactions, particularly, in diastereo- and enantioselective versions is reviewed. The high reactivity of nitroalkenes and their potential to coordinate with the metal catalysts as well as organocatalysts signify them as efficient precursors in synthetic organic chemistry. Also, the flexibility of the nitro group in functional group manipulations has expanded the scope of the nitro group, in general, and nitroalkenes, in particular, in organic synthesis.

Graphical abstract: Part I: Nitroalkenes in the synthesis of heterocyclic compounds

Article information

Article type
Review Article
Submitted
18 Aug. 2014
Accepted
16 Sept. 2014
First published
17 Sept. 2014

RSC Adv., 2014,4, 48022-48084

Part I: Nitroalkenes in the synthesis of heterocyclic compounds

A. Z. Halimehjani, I. N. N. Namboothiri and S. E. Hooshmand, RSC Adv., 2014, 4, 48022 DOI: 10.1039/C4RA08828J

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