63255-41-4Relevant academic research and scientific papers
A Reusable CNT-Supported Single-Atom Iron Catalyst for the Highly Efficient Synthesis of C?N Bonds
Baell, Jonathan B.,Ding, Qifeng,Huang, Fei,Huang, He,Xu, Mingjie,Yu, Yang,Zhang, Lihui,Zheng, Jian-Guo
supporting information, (2020/03/24)
C?N bond formation is regarded as a very useful and fundamental reaction for the synthesis of nitrogen-containing molecules in both organic and pharmaceutical chemistry. Noble-metal and homogeneous catalysts have frequently been used for C?N bond formatio
Trisulfur-Radical-Anion-Triggered C(sp2)-H Amination of Electron-Deficient Alkenes
Nguyen, Khang X.,Nguyen, Thao T.,Nguyen, Tung T.,Pham, Hoai T. B.,Pham, Phuc H.,Phan, Nam T. S.,Wang, Haobin,Yang, Chou-Hsun
supporting information, p. 9751 - 9756 (2020/12/21)
A trisulfur-radical-anion (S3˙-)-triggered C(sp2)-H amination of α,β-unsaturated carbonyl derivatives with simple amines has been demonstrated. This protocol provides convenient access to a variety of synthetically valuable N-unprotected and secondary β-enaminones with absolute Z selectivity and tertiary β-enaminones with E selectivity. Mechanistic probe and electronic structure theory calculations suggest that S3˙- initiates the nucleophilic attacks via a thiirane intermediate.
Metal-Free Method for Direct Synthesis of Functionalized β-Ketoenamines
Zeng, Xiaobao,Liu, Chulong,Yang, Weiguang,Weng, Yunxiang,Wang, Xinyan,Hu, Yuefei
, p. 3656 - 3661 (2019/03/20)
A new method for direct synthesis of β-ketoenamines was developed by a BF3·OEt2-catalyzed cyclization of 1-iodoalkyne and α-keto acid followed by an amine-mediated ring-opening in one pot. Its metal-free conditions allowed the easy synthesis of those products bearing the transition metal-sensitive functional groups. Its three-component process achieved wide range of functionalized products.
Copper-promoted Chan-Lam coupling between enaminones and aryl boronic acids
Duan, Xiyan,Liu, Ning,Liu, Kun,Song, Yakun,Wang, Jia,Mao, Xianhua,Xu, Weidong,Yang, Shijie,Li, Huixian,Ma, Junying
supporting information, p. 4187 - 4190 (2018/10/24)
A novel copper-promoted N-arylation of enaminones with aromatic boronic acids has been developed, which provides an efficient way to synthesize N-aryl enaminones with a broad substrate scope and excellent functional group compatibility. The N-aryl enaminones could be converted into a series of highly valuable building blocks and bioactive compounds. Notably, in comparison with traditional methods, this alternative approach provides accesses to N-aryl enaminones bearing multiple aromatic rings.
Iodine/Copper Iodide-Mediated C-H Functionalization: Synthesis of Imidazo[1,2-a]pyridines and Indoles from N-Aryl Enamines
Liu, Jing,Wei, Wei,Zhao, Ting,Liu, Xuanyu,Wu, Jie,Yu, Wenquan,Chang, Junbiao
, p. 9326 - 9336 (2016/10/14)
A practical intramolecular C-H functionalization reaction of N-aryl enamines has been carried out with molecular iodine (I2) as the sole oxidant in the presence of copper iodide (CuI). The efficient and versatile synthetic method described here
Efficient synthesis of pyrrolo[1,2-: A] quinoxalines catalyzed by a Br?nsted acid through cleavage of C-C bonds
Xie, Caixia,Feng, Lei,Li, Wanli,Ma, Xiaojun,Ma, Xinkun,Liu, Yihan,Ma, Chen
, p. 8529 - 8535 (2016/09/28)
An efficient and convenient one-pot domino reaction for the direct synthesis of pyrrolo[1,2-a]quinoxalines has been developed. This approach utilizes an imine formation reaction, SEAr reaction and cleavage of C-C bonds catalyzed by a Br?nsted acid. β-Diketones and β-keto esters are both well tolerated to give the corresponding products in moderate to excellent yields.
Synthesis of Quinoxaline Derivatives via Tandem Oxidative Azidation/Cyclization Reaction of N -Arylenamines
Ma, Haichao,Li, Dianjun,Yu, Wei
supporting information, p. 868 - 871 (2016/03/04)
A new method was developed for the synthesis of quinoxalines. This method employs N-arylenamines and TMSN3 as the starting materials and implements two oxidative C-N bond-forming processes in a tandem pattern by using (diacetoxyiodo)benzene as the common oxidant. The present reaction conditions are mild and simple and thus are useful in practical synthesis. (Chemical Equation Presented).
Nano-SiO2 catalyzed synthesis of β-enaminones under solvent free conditions
Alinezhad, Heshmatollah,Tajbakhsh, Mahmood,Sarkati, Malihe Norouzi,Zare, Mahboobe
, p. 1591 - 1596 (2016/08/16)
Nano-SiO2 efficiently catalyzed the synthesis of β-enaminones using direct condensation of various (cyclic and acyclic) β-diketones with aromatic and aliphatic amines under solvent-free conditions. This eco-friendly catalyst can be recovered and reused without significant loss of activity. This methodology provides a simple synthetic route to enaminones in excellent yields at room temperature. Graphical abstract: [Figure not available: see fulltext.]
Visible Light Initiated Hantzsch Synthesis of 2,5-Diaryl-Substituted Pyrroles at Ambient Conditions
Lei, Tao,Liu, Wen-Qiang,Li, Jian,Huang, Mao-Yong,Yang, Bing,Meng, Qing-Yuan,Chen, Bin,Tung, Chen-Ho,Wu, Li-Zhu
supporting information, p. 2479 - 2482 (2016/06/09)
Irradiation of a mixture of enamines and α-bromo ketones, with a catalytic amount of Ir(ppy)3 by visible light (Λ= 450 nm), enables the production of various 2,5-diaryl-substituted pyrroles in good to excellent yields. The key intermediates in
Anilines as substrates in consecutive four-component synthesis of novel 1-aryl-5-benzoyl-6-phenyl-3,4-dihydropyridin-2(1 H)-ones
Nordmann, Jan,Müller, Thomas J. J.
, p. 522 - 530 (2014/03/21)
The consecutive four-component synthesis of 5-acylpyridin-2(1H)-ones initiated by a copper-free alkynylation in a one-pot fashion has been expanded to include considerably less nucleophilic anilines as the amine component in the Michael addition step by altering the solvent system to 1,4-dioxane; 17 examples for the synthesis of 1-aryl-5-benzoyl-6-phenyl-3,4-dihydropyridin-2(1H) -ones were obtained in moderate to good yields.
