66283-07-6Relevant academic research and scientific papers
Electrochemical Oxidative Cyclization: Synthesis of Polysubstituted Pyrrole from Enamines
Chen, Zhiwei,Shi, Guang,Tang, Wei,Sun, Jie,Wang, Wenxing
, p. 951 - 955 (2021/02/03)
A conceptually novel method for the preparation of pyrrole is described by electrochemical-oxidation-induced intermolecular annulation via enamines. In a simple undivided cell, based on a sodium acetate-facilitated, polysubstituted pyrrole derivations has been facilely synthesized under external oxidant-free condition. This electrosynthetic approach providing an environmentally benign protocol for C?C bond cross-coupling and oxidative annulation, which features unparalleled broad scope of substrates and practicality.
Copper-Mediated One-Pot Synthesis of Indoles through Sequential Hydroamination and Cross-Dehydrogenative Coupling Reaction
Cai, Yichao,Chen, Chunxia,Chen, Xin,Liu, Yajie,Peng, Jinsong,Song, Zirui,Sun, Peng,Yang, Jiaojiao
, p. 75 - 84 (2019/12/26)
Starting from simple anilines and ester arylpropiolates, an efficient one-pot synthesis of 2-arylindole-3-carboxylate derivatives has been developed through copper-mediated sequential hydroamination and cross-dehydrogenative coupling (CDC) reaction. The i
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).
Ag/CNT-catalyzed hydroamination of activated alkynes with aromatic amines
Liu, Yi,Wu, Guojie,Cui, Yingde
, p. 206 - 208 (2013/06/05)
As a nanoparticle support material, carbon nanotubes (CNTs) provide a certain potential activation of catalysis in heterogeneous catalytic organic reactions. Herein, an efficient Ag/CNT-catalyzed synthesis of enamines via hydroamination of activated alkynes with aromatic amines has been described. This catalyst still retains catalytic activity after being recycled and reused three times. In addition, it represents a green and environmentally friendly process for preparation of enamines. Copyright 2013 John Wiley & Sons, Ltd. Ag/CNTs catalysis has been developed to synthesize enamines via hydroamination of asymmetry alkylnates with aromatic amines. The catalysis can be recycled and reused 3 times, which also remain catalytic activity. In addition, it represents a green and environmentally friendly process for preparation of enamines. Copyright
I2-catalyzed indole formation via oxidative cyclization of N-aryl enamines
He, Zhiheng,Liu, Weiping,Li, Zhiping
supporting information, p. 1340 - 1343 (2013/01/11)
Cat.'s Is: An I2-catalyzed synthesis of indoles, taking advantage of intramolecular dehydrogenative coupling reactions of enamines, afforded a variety of multifunctionalized indole derivatives in good to excellent yields under transition-metal-
Hydrogenation of β-N-substituted and β-N,N-disubstituted enamino esters in the presence of iridium(I) catalyst
Hebbache, Hania,Hank, Zakia,Bruneau, Christian,Renaud, Jean-Luc
experimental part, p. 2627 - 2633 (2009/12/06)
Several new β-amino esters were prepared in two simple steps from β-keto ester derivatives and primary and secondary amines under mild conditions. The hydrogenation of various enamino esters was performed at 50°C in the presence of iridium catalysts. The new β-N-substituted amino esters were isolated in high yields. Georg Thieme Verlag Stuttgart.
Development, scope and mechanisms of multicomponent reactions of asymmetric electron-deficient alkynes with amines and formaldehyde
Cao, Hua,Wang, Xiujun,Jiang, Huanfeng,Zhu, Qiuhua,Zhang, Min,Liu, Haiyang
scheme or table, p. 11623 - 11633 (2009/12/07)
Based on the reactive behaviour of the substrates, two synthetic routes to polysubstituted pyrimidine derivatives are presented herein: 1) A catalyst-free multicomponent reaction of electron-deficient alkynes, aliphatic amines and formaldehyde and 2) Ag1catalyzed synthesis of pyrimidines from electron-deficient alkynes, anilines and formaldehyde by a domino reaction. Under optimized conditions, the multicomponent reactions were accomplished with high regioselectivity and excellent yields. A computational study was carried out by using the B3LYP density functional theory to elucidate the mechanisms of the catalyst-free hydroamination reaction. Calculations showed the activation free energies of aliphatic amines were lower than those of anilines, which is consistent with the experimental results.
Dioxopyrrolines. XXXVI. Photocycloaddition Reaction of 4-Ethoxycarbonyl-5-phenyl-1H-pyrrole-2,3-dione to Acyclic Olefins. Structural and Stereochemical Assigment of the Photocycloadducts
Sano, Takehiro,Horiguchi, Yoshie,Tsuda, Yoshisuke,Furuhata, Kimio,Takayanagi, Hiroaki,Ogura, Haruo
, p. 9 - 22 (2007/10/02)
The photocycloaddition of the dioxopyrroline 1 to olefins with electron donating substituents proceeded with regio- and stereo-selectivity to give the 7-substituted 2-azabicycloheptane-3,4-diones 2 and 3, together with, in a few instances, the dihydropyridone 4.The stereochemistries of the adducts were dependent on the nature of the olefins.Olefins carrying phenyl, vinyl, and alkyl substituents afforded the exo-adducts 2, while olefins carrying an O-substituent afforded the endo-adducts 3, predominantly.The structures of these cycloadducts were established by X-ray crystallographic analyses, chemical correlations, and spectroscopic means.Keywords-photocycloaddition; 1H-pyrrole-2,3-dione; dioxopyrroline; 2-azabicyclo-heptane-3,4-dione; electron rich olefin; stereochemistry; cycloadduct; X-ray analysis
