89963-74-6Relevant articles and documents
N -Iodosuccinimide-Promoted Selective Construction of Cyclopropyl and Dihydrofuranyl Spirooxindoles from Alkylidene Oxindoles and Annular β-Dicarbonyl Compounds
Chen, Hong,He, Zeng-Yang,Huang, Fei-Hong,Jin, Ying,Xu, Hui,Zhang, Ze,Zou, Peng
supporting information, (2022/03/08)
An efficient N-iodosuccinimide-promoted cyclization of readily available alkylidene oxindoles with annular β-dicarbonyl compounds has been demonstrated. With five-membered cyclic β-dicarbonyl compounds as the starting materials, a series of cyclopropyl oxindoles can be obtained in good to excellent yields, whereas the method affords dihydrofuranyl spirooxindoles almost quantitatively when six- or seven-membered cyclic β-dicarbonyl compounds are employed. This protocol provides a new alternative to the practical synthesis of structurally diverse spirooxindoles.
Nucleophilic Substitution at the Guanidine Carbon Center via Guanidine Cyclic Diimide Activation
An, Taeyang,Lee, Yan
supporting information, p. 9163 - 9167 (2021/11/24)
Despite the electron-deficient nature of the guanidine carbon centers, nucleophilic reactions at these sites have been underdeveloped because of the resonance stabilization of the guanidine group. We propose a guanidine C-N bond substitution strategy entailing the formation of guanidine cyclic diimide (GCDI) structures, which effectively destabilize the resonance structure of the guanidine group. In the presence of acid additives, the guanidine carbon center of GCDIs undergoes nucleophilic substitution reactions with various amines and alcohols.
Method for preparing diloxitol fumarate
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Paragraph 0072-0074; 0081-0083; 0088-0090; 0095-0097, (2020/02/14)
The invention relates to the technical field of a bulk drug preparation method and in particular relates to a method for preparing a bulk drug diloxitol fumarate. The preparation method comprises thefollowing steps: 1) performing an ammoniation reaction, namely enabling succinic anhydride to react with an ammoniating reagent so as to produce succinimide; 2) performing an alkylation reaction, namely enabling succinimide to react with 1,2 halogenated ethane in the presence of a catalyst and a base so as to generate a compound of a formula IV shown in the description; and 3) performing an esterification reaction, namely enabling a compound of a formula IV compound shown in the description to react with trans-monomethyl fumarate, so as to generate diloxifyl fumarate. The method has the advantages that material reagents used in the method are convenient and easy to obtain, the reaction steps are short, the total yield is high, the product is easy to purify through recrystallization, and base toxic impurities are easy to be controlled through recrystallization, and the like.
Synthesis, characterization and cytotoxic studies of novel 1,2,4-triazole-azomethine conjugates
Mahar, Jamaluddin,Saeed, Aamer,Chaudhry, Gul-e-Saba,Irfan, Madiha,Channar, Pervaiz Ali,Faisal, Muhammad,Larik, Fayaz Ali
, p. 943 - 951 (2019/12/27)
Abstract: A series of 1,2,4-triazole-schiff hybrids were synthesized and characterized by mass spectrometry, FTIR and NMR spectroscopy. The compounds were screened for anticancer activity against human breast cancer cell line (MCF-7 and T47D) and human cervical cancer cell line (HeLa). The result indicates that newly synthesized compounds exhibit cytotoxicity to all cell lines studied. In particular, MCF-7 cells were shown to be more sensitive with EC50 50 13.10?μM/ml. To further investigate the mode of cell death, early and late apoptosis studies were done on MCF-7 cells. The externalization of phosphatidylserine and DNA fragmentation supports the apoptosis as the major mode of cell death induced by derivatives on MCF-7 cells. Graphic abstract: [Figure not available: see fulltext.]
Generalized Chemoselective Transfer Hydrogenation/Hydrodeuteration
Wang, Yong,Cao, Xinyi,Zhao, Leyao,Pi, Chao,Ji, Jingfei,Cui, Xiuling,Wu, Yangjie
supporting information, p. 4119 - 4129 (2020/08/10)
A generalized, simple and efficient transfer hydrogenation of unsaturated bonds has been developed using HBPin and various proton reagents as hydrogen sources. The substrates, including alkenes, alkynes, aromatic heterocycles, aldehydes, ketones, imines, azo, nitro, epoxy and nitrile compounds, are all applied to this catalytic system. Various groups, which cannot survive under the Pd/C/H2 combination, are tolerated. The activity of the reactants was studied and the trends are as follows: styrene'diphenylmethanimine'benzaldehyde'azobenzene'nitrobenzene'quinoline'acetophenone'benzonitrile. Substrates bearing two or more different unsaturated bonds were also investigated and transfer hydrogenation occurred with excellent chemoselectivity. Nano-palladium catalyst in situ generated from Pd(OAc)2 and HBPin extremely improved the TH efficiency. Furthermore, chemoselective anti-Markovnikov hydrodeuteration of terminal aromatic olefins was achieved using D2O and HBPin via in situ HD generation and discrimination. (Figure presented.).
Hydrogenation reaction method
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Paragraph 0034; 0109-0112, (2020/05/14)
The invention relates to a hydrogenation reaction method, and belongs to the technical field of organic synthesis. The hydrogenation reaction method provided by the invention comprises the following steps: carrying out a hydrogen transfer reaction on a hydrogen acceptor compound, pinacol borane and a catalyst in a solvent in the presence of proton hydrogen, so that the hydrogen acceptor compound is subjected to a hydrogenation reaction; the catalyst is one or more than two of a palladium catalyst, an iridium catalyst and a rhodium catalyst; the hydrogen acceptor compound comprises one or morethan two functional groups of carbon-carbon double bonds, carbon-carbon triple bonds, carbon-oxygen double bonds, carbon-nitrogen double bonds, nitrogen-nitrogen double bonds, nitryl, carbon-nitrogentriple bonds and epoxy. The method is mild in reaction condition, easy to operate, high in yield, short in reaction time, wide in substrate application range, suitable for carbon-carbon double bonds,carbon-carbon triple bonds, carbon-oxygen double bonds, carbon-nitrogen double bonds, nitrogen-nitrogen double bonds, nitryl, carbon-nitrogen triple bonds and epoxy functional groups, good in selectivity and high in reaction specificity.
Catalyst and Additive-Free Direct Amidation/Halogenation of Tertiary Arylamines with N-haloimide/amides
Xu, Xiu-Juan,Amuti, Adila,Wusiman, Abudureheman
supporting information, p. 5002 - 5008 (2020/10/06)
An approach has been developed for the amidation (halogenation) of tertiary arylamines by electrophilic activation using N-haloimide/amides. Several control experiments have been performed, and the coupling reaction outcomes indicated that the N-haloimide/amide brings three major functions, including electrophilic activation, aromatic halogenation and nucleophilic nitrogen sources. This cascade reaction features simple manipulation, requires no additional catalyst, oxidant or additives, and is performed under mild conditions. (Figure presented.).
Synthesis of N-unsubstituted cyclic imides from anhydride with urea in deep eutectic solvent (DES) choline chloride/urea
Liu, Luxiao,Zhang, Hong-Yu,Yin, Guohui,Zhang, Yuecheng,Zhao, Jiquan
, p. 1351 - 1357 (2019/11/19)
N-Unsubstituted cyclic imides were readily synthesized in deep eutectic solvent (DES) choline chloride (ChCl)/urea from anhydrides with urea. Urea serves as both a DES component and a nitrogen source, which endows the protocol with advantages of smooth reaction, easy separation of products, simple recovery and recycling of ChCl/urea.
Method for catalytically oxidizing amine to be synthesized into amide through dipyridyl-type manganese catalyst
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Paragraph 0017-0030, (2019/06/30)
The invention discloses a methodfor catalytically oxidizing amine to be synthesized into amide througha dipyridyl-type manganese catalyst. According to the method, a dipyridyl manganese complex formedafter coordination of a dipyridyl-type complex and cheap metal manganese serves as the catalyst, clean and environment-friendly hydrogen peroxide serves as an oxidizing agent, oxidation of N ortho-position sp3 C-H bonds catalyzed by the cheap metal manganese is achieved, and the amine is directly oxidized to obtain the amide. Compared with existing methods, the method has the advantages that theadopted catalyst is low in price, the preparing method is simple, raw materials are easy to obtain, the use level of the catalyst is low, the substrate range is wide, the reaction condition is mild, the operation is simple and environmentally friendly, the reaction time is short, the yield is high, the selectivity is high, and the industrialization cost is low.
Mechanism of Photoredox-Initiated C-C and C-N Bond Formation by Arylation of IPrAu(I)-CF3 and IPrAu(I)-Succinimide
Kim, Suhong,Toste, F. Dean
supporting information, p. 4308 - 4315 (2019/01/25)
Herein, we report on the photoredox-initiated gold-mediated C(sp2)-CF3 and C(sp2)-N coupling reactions. By adopting gold as a platform for probing metallaphotoredox catalysis, we demonstrate that cationic gold(III) complexes are the key intermediates of the C-C and C-N coupling reactions. The high-valent gold(III) intermediates are accessed by virtue of photoredox catalysis through a radical chain process. In addition, the bond-forming step of the coupling reactions is the reductive elimination from cationic gold(III) intermediates, which is supported by isolation and crystallographic characterization of key Au(III) intermediates.
