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JOURNALS // Uspekhi Khimii // Archive

Usp. Khim., 2023 Volume 92, Issue 4, Pages 1–59 (Mi rcr4422)

This article is cited in 3 papers

Recent advances in the chemistry of two-carbon nitro-containing synthetic equivalents

D. N. Lyapustina, V. V. Fedotova, E. N. Ulomskya, V. L. Rusinovba, O. N. Chupakhinba

a Ural Federal University named after the first President of Russia B.N.Yeltsin, Ekaterinburg, Russian Federation
b Postovsky Institute of Organic Synthesis, Ural Branch of the Russian Academy of Sciences, Ekaterinburg, Russian Federation

Abstract: To date, nitro-containing compounds form one of the most important classes of organic compounds. The chemistry of these molecules attracts attention primarily due to their use as high-energy reagents and drugs. Also, the introduction of a nitro group is a popular synthetic strategy for constructing new organic molecules. The present review summarizes the latest research findings of compounds bearing a nitro group on a two-carbon moiety such as aminonitroethylenes, α,α-bis(alkylsulfanyl)nitroalkenes and their amino derivatives, α-nitroketones, alkyl nitroacetates and nitroacetonitrile. The literature data are systematized according to the type of chemical reactions such as reactions between nucleophiles and electrophiles, various cyclization reactions, reactions at the C–H bond, etc. The reactivities of the said nitro compounds and the conditions of chemical transformations are compared to assess the prospects of their application.
Bibliography — 314 references.

Keywords: nitro compounds, nitroalkenes, nitroolefins, nitro group transformation, organic synthesis, multicomponent reaction.

Received: 07.12.2022

DOI: 10.57634/RCR5077


 English version:
Russian Chemical Reviews, 2023, 92:4, 1–59

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© Steklov Math. Inst. of RAS, 2024