84968-62-7Relevant academic research and scientific papers
Phosphine-Catalyzed Enantioselective Dearomative [3+2]-Cycloaddition of 3-Nitroindoles and 2-Nitrobenzofurans
Wang, Huamin,Zhang, Junyou,Tu, Youshao,Zhang, Junliang
supporting information, p. 5422 - 5426 (2019/03/17)
Over the past years, the metal-catalyzed dearomative cycloaddition of 3-nitroindoles and 2-nitrobenzofurans have emerged as a powerful protocol to construct chiral fused heterocyclic rings. However, organocatalytic dearomative reaction of these two classe
Palladium-Catalyzed Highly Stereoselective Dearomative [3 + 2] Cycloaddition of Nitrobenzofurans
Cheng, Qiang,Zhang, Hui-Jun,Yue, Wen-Jun,You, Shu-Li
supporting information, p. 428 - 436 (2017/09/22)
Stereoselective construction of highly functionalized heterocyclic molecules is an ongoing concern for the chemical community. Among the various strategies developed with this goal, catalytic asymmetric dearomatization, an attractive method for constucting cyclic molecules with multiple stereocenters from readily available aromatic compounds, has received extensive attention in recent years. Here, we report a highly stereoselective construction of tetrahydrofurobenzofurans and tetrahydrofurobenzothiophenes via palladium-catalyzed dearomative [3 + 2] cycloaddition of nitrobenzofurans and nitrobenzothiophenes, respectively. Good to excellent yields (63%–92%), diastereoselectivity (13/1 → >20/1 dr), and enantioselectivity (75%–95% ee) were obtained, leading to products with vicinal stereogenic carbon centers. The reaction features wide substrate scope and diverse transformations of the products.
Sequential combination of Michael and acetalization reactions: Direct catalytic asymmetric synthesis of functionalized 4-nitromethyl-chromans as drug intermediates
Ramachary, Dhevalapally B.,Sakthidevi, Rajasekar
supporting information; experimental part, p. 4259 - 4265 (2010/11/18)
Functionalized chiral 4-nitromethyl-chromans as drug intermediates were achieved for the first time through sequential combination of Michael and acetalization reactions on 2-(2-nitro-vinyl)-phenols with acetone and alcohols in the presence of a catalytic
Reaction of Biologically Active &β-Nitrostyrenes with o-Phenylenediamine: A New Route to the Synthesis of 2-Substituted Benzimidazoles
Latif, N.,Mishriky, N.,Assad, F. M.,Meguid, S. Abdel
, p. 872 - 874 (2007/10/02)
β-Nitrostyrenes (1) react with o-phenylenediamine in ethanol to give exclusively 2-substituted benzimidazoles (2) regardless of the nature and position of substituents in the phenyl ring.The correspondnig 2,3-dihydroperimidines (4) are readily obtained by reacting 1,8-diaminonaphthalene with benzaldehydes.Possible routes for the formation of 2 have been discussed.The nitrostyrenes (1) have been found to be toxic to fresh water snails and phytopathogenic fungi in high dilutions.
