Department of Chemistry, Sharif University of Technology, P.O. Box 11155-9516, Tehran, Iran.
Faculty of Chemistry, Kharazmi University, 49 Mofateh St, 15719-14911, Tehran, Iran.
Org Biomol Chem. 2023 Mar 29;21(13):2653-2688. doi: 10.1039/d3ob00015j.
The applications of 2-hydroxy-β-nitrostyrenes as efficient bifunctional intermediates in organic synthesis are investigated in this review. For this purpose, reactions of 2-hydroxy-β-nitrostyrenes with diverse molecules, including carbonyl compounds, 1,3-dicarbonyl compounds, α,β-unsaturated carbonyl compounds, hemiacetals, nitroalkenes, γ-butenolides, tetronic acid, azalactones, pyrazolones, enamines, malononitrile, methyleneindolinones, ylides, , were investigated to construct interesting biologically active scaffolds such as chromans, chromenes, coumarins, benzofurans and their fused and spiro rings, natural products, and other useful cyclic and acyclic compounds. The main focus is on the asymmetric synthesis of these compounds cascade/domino/tandem reactions catalyzed by chiral organocatalysts. In this review, around 60 papers reported between the years 2000 and 2022 are presented.
本文综述了 2-羟基-β-亚硝基苯乙烯作为有机合成中高效双功能中间体的应用。为此，研究了 2-羟基-β-亚硝基苯乙烯与各种分子的反应，包括羰基化合物、1,3-二羰基化合物、α,β-不饱和羰基化合物、半缩醛、硝基烯烃、γ-丁烯内酯、四氢呋喃酸、氮杂环丁酮、吡唑酮、烯胺、丙二腈、亚甲基吲哚酮、叶立德等，以构建具有生物活性的稠环化合物，如色满、色烯、香豆素、苯并呋喃及其稠环和螺环化合物、天然产物以及其他有用的环状和非环状化合物。本文的重点是在手性有机催化剂催化下通过不对称合成这些化合物的级联/多米诺/串联反应。本文综述了 2000 年至 2022 年期间报道的约 60 篇论文。
