Peng-Fei Zheng, Yang An, Zuo-Yi Jiao *, Zhou-Bao Shi and Fu-Min Zhang* Pages 1560 - 1580 ( 21 )
Background: α-Aryl substituted nitroalkanes are important synthetic intermediates for the preparation of pharmaceutical molecules, natural products, and functional materials. Due to their scare existence in Nature, synthesis of these compounds has attracted the attention of synthetic and medicinal chemists, rendering α-arylation of nitroalkanes of an important research topic. This article summarizes the important advances of α- arylation of nitroalkanes since 1963.
Results: After a brief introduction of the synthetic application and the reactions of nitroalkanes, this article reviewed the synthetic methods for the α-arylated aliphatic nitro compound. The amount of research on α-arylation of nitroalkanes using various arylation reagents and the discovery of elegant synthetic approaches towards such skeleton have been discussed. This review described these advances in two sections. One is the arylation of non-activated nitroalkanes, with an emphasis on the application of diverse arylation reagents; the other focuses on the arylation of activated nitroalkanes, including dinitroalkanes, trinitroalkanes, α-nitrosulfones, α-nitroesters, α-nitrotoluenes, and α-nitroketones. The synthetic application of these methods has also been presented in some cases.
Conclusion: In this review, we described the progress of α-arylation of nitroalkanes. Although the immense amount of research on α-arylation of aliphatic nitro compounds has been achieved, many potential issues still need to be addressed, especially the asymmetric transformation and its wide application in organic synthesis.
Comprehension, nitroalkane, α-arylation, synthesis, advance, asymmetric.
Department of General Surgery, Lanzhou University Second Hospital, Lanzhou University, Lanzhou 730000, State Key Laboratory of Applied Organic Chemistry & College of Chemistry and Chemical Engineering, Lanzhou University, Lanzhou 730000, Department of General Surgery, Lanzhou University Second Hospital, Lanzhou University, Lanzhou 730000, Affiliate Hospital of Gansu University of Chinese Medicine, Lanzhou 730000, State Key Laboratory of Applied Organic Chemistry & College of Chemistry and Chemical Engineering, Lanzhou University, Lanzhou 730000