891-16-7Relevant 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.
L-Proline-catalyzed synthesis of highly functionalized multisubstituted 1,4-dihydropyridines
Jiang, Huanfeng,Mai, Ronghuan,Cao, Hua,Zhu, Qiuhua,Liu, Xiaohang
supporting information; experimental part, p. 4943 - 4953 (2010/02/16)
Highly functionalized multisubstituted 1,4-dihydropyridines 5 have been concisely synthesized in moderate to good yields vial-proline-catalyzed one-pot multicomponent reactions (MCRs) of alkynoates or alkynones 1, amines 2, β-dicarbonyl compounds 3 and aldehydes 4 under mild conditions. The MCR process involves hydroamination/Knoevenagel condensation/Michael-type addition/intramolecular cyclization processes and leads to the formation of 1,4-dihydropyridines 5. The molecular structure of 5ckaa was confirmed by single-crystal X-ray diffraction. This method is energy saving and environmentally friendly, providing easy access to diverse multisubstituted polyfunctional 1,4-dihydropyridines. The Royal Society of Chemistry 2009.
A novel two-step preparation of enaminoketones by amination of α,β- unsaturated ketones with methoxyamine
Seko, Shinzo,Tani, Nobuhiro
, p. 8117 - 8120 (2007/10/03)
β-Methoxyaminoketones, derived from the addition of methoxyamine to 1,3-diaryl-2-propen-1-one, underwent base-induced β-elimination to furnish the corresponding enaminoketones in good to moderate yields. The reaction conditions and substituents on the substrates significantly influenced the selectivity in the production of enaminoketone and/or aziridineketone.
Electrochemical Reduction of Isoxazoles and Related Compounds
Surov, Igor,Lund, Henning
, p. 831 - 838 (2007/10/02)
Some isoxazoles, isoxazolines, and their quaternized derivatives have been investigated by polarography and preparative reduction.A reductive cleavage of the oxygen-nitrogen bond without reduction of the carbon-nitrogen double bond was possible in protic medium for the quaternized derivatives, whereas for the parent compounds this was possible only in aprotic medium.By this means, preferentially via quaternization, isoxazoles and isoxazolines may be transformed to β-diketones or β-hydroxyketones.Under suitable conditions, the quaternized isoxazoles and isoxazolines may be reduced to 1,3-aminoalcohols, the erythro:threo ratio of the products differing considerably.
