97691-66-2Relevant academic research and scientific papers
Preparation method of acetylenic ketone compound
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Paragraph 0058-0065; 0084-0092, (2021/10/30)
The invention provides a preparation method of an acetylenic ketone compound, which comprises the following step: reacting a compound with a structure as shown in a formula (II) with a compound with a structure as shown in a formula (III) under the action of a catalyst and an alkali to obtain the acetylenic ketone compound with a structure as shown in a formula (I). Compared with the prior art, the method has the advantages that the N-formyl saccharin is used as a carbon monoxide substitute reagent to realize carbonyl insertion reaction of bromo-aromatic hydrocarbon and a terminal alkyne compound under the catalysis of the palladium catalyst, so that the acetylenic ketone compound is obtained, the operation is simple, the raw materials and the reagent are easy to obtain, and the condition is mild; the method avoids the use of inflammable and explosive carbon monoxide gas and formic acid, oxalic acid and other acid corrosive carbon monoxide substitute reagents, the catalytic system is green and environment-friendly, the product is easy to separate and purify, and the high-purity acetylenic ketone compound can be efficiently prepared with a high yield.
Reduced graphene oxide supported copper oxide nanocomposites: An efficient heterogeneous and reusable catalyst for the synthesis of ynones, 1,3-diynes and 1,5-benzodiazepines in one-pot under sustainable reaction conditions
Sarkar, Rajib,Gupta, Ajay,Jamatia, Ramen,Pal, Amarta Kumar
, (2020/03/16)
A greener and efficient method for the synthesis of ynones and 1,3-diynes using copper oxide nanoparticles (CuONPs) doped reduced graphene oxide (CuO@rGO) catalyst under palladium, ligand and solvent free conditions have been developed. The catalyst was s
Transition-metal-free C-C σ-bond activation of α-aryl ketones and subsequent Zn-catalyzed intramolecular cyclization: synthesis of tetrasubstituted furans
Yuan, Yang,Tan, Hailu,Kong, Lingkai,Zheng, Zhong,Xu, Murong,Huang, Jiaqi,Li, Yanzhong
, p. 2725 - 2733 (2019/03/12)
A highly atom-economical protocol for the synthesis of tetrasubstituted furans has been developed. This process is realized through the tandem reactions of Cs2CO3 promoted C-C σ-bond activation of α-aryl ketones followed by Zn-cataly
Investigations of alkynylbenziodoxole derivatives for radical alkynylations in photoredox catalysis
Pan, Yue,Jia, Kunfang,Chen, Yali,Chen, Yiyun
supporting information, p. 1215 - 1221 (2018/06/13)
The alkynylbenziodoxole derivatives are recently developed alkynylation reagents in organic synthesis, which demonstrate excellent radical alkynylation reactivity in photoredox catalysis reactions. Herein we report the synthesis of alkynylbenziodoxole derivatives with difluoro, monofluoro, monomethoxy, and dimethoxy substitution on the benziodoxole moiety, and investigated their radical alkynylation reactivity for the first time. A series of mechanistic experiments were conducted to study the radical acceptor and oxidative quencher reactivity of alkynylbenziodoxoles, in which unsubstituted alkynylbenziodoxoles played balancing roles in both processes, while electron-rich benziodoxole derivatives demonstrate synthetic advantages in some cases.
An easy access towards quinazolines via an improved protocol for ynones
Ghosh, Subhadeep,Das, Asish R.
, p. 1249 - 1258 (2020/06/27)
A simple and convenient method has been developed to accomplish Pt/2,2'-bipyridyl catalyzed acyl Sonagashira coupling for the efficient synthesis of ynones. The reaction display significant tolerance to various functional groups and the methodology has be
TfOH-Promoted Reaction of 2,4-Diaryl-1,1,1-Trifluorobut-3-yn-2-oles with Arenes: Synthesis of 1,3-diaryl-1-CF3-indenes and versatility of the reaction mechanisms
Zerov, Aleksey V.,Kazakova, Anna N.,Boyarskaya, Irina A.,Panikorovskii, Taras L.,Suslonov, Vitalii V.,Khoroshilova, Olesya V.,Vasilyev, Aleksander V.
supporting information, (2018/11/30)
The TfOH-mediated reactions of 2,4-diaryl-1,1,1-trifluorobut-3-yn-2-oles (CF3-substituted diaryl propargyl alcohols) with arenes in CH2Cl2 afford 1,3-diaryl-1-CF3-indenes in yields up to 84%. This new process for synthesis of such CF3-indenes is complete
Solvent free synthesis of ynones using magnetically recoverable Copper-ferrite nanoparticles
Chutia, Rituparna,Chetia, Bolin
supporting information, p. 3864 - 3867 (2017/09/15)
A general and efficient biogenic CuFe2O4 MNP's catalyzed synthesis of ynones has been reported for the first time. The reaction occurs in solvent free conditions without the use of any harsh conditions. The average diameter of the na
Selective Carbonyl?C(sp3) Bond Cleavage To Construct Ynamides, Ynoates, and Ynones by Photoredox Catalysis
Jia, Kunfang,Pan, Yue,Chen, Yiyun
, p. 2478 - 2481 (2017/02/23)
Carbon–carbon bond cleavage/functionalization is synthetically valuable, and selective carbonyl?C(sp3) bond cleavage/alkynylation presents a new perspective in constructing ynamides, ynoates, and ynones. Reported here is the first alkoxyl-radical-enabled carbonyl?C(sp3) bond cleavage/alkynylation reaction by photoredox catalysis. The use of novel cyclic iodine(III) reagents are essential for β-carbonyl alkoxyl radical generation from β-carbonyl alcohols, including alcohols with high redox potential (EoxP>2.2 V vs. SCE in MeCN). β-Amide, β-ester, and β-ketone alcohols yield ynamides, ynoates, and ynones, respectively, for the first time, with excellent regio- and chemoselectivity under mild reaction conditions.
Carboxylic acid [...]end alkyne couplingacetylenic ketone the method of preparation
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Paragraph 0014-0017; 0073, (2016/11/21)
The invention discloses a method for preparing acetyenic ketone by coupling carboxylate triazinyl ester with terminal alkyne. According to the method, palladium acetate is taken as a catalyst, and a carboxylate triazinyl ester compound is taken as an elec
The thermoregulated ligand-palladium-catalyzed carbonylative Sonogashira coupling of aryl iodides with terminal alkynes in water
Hao, Yuanping,Jiang, Jingyang,Wang, Yanhua,Jin, Zilin
, p. 608 - 611 (2015/09/01)
An efficient and recyclable protocol via thermoregulated phase-transfer catalysis to separate the catalyst in pure water for the carbonylative Sonogashira coupling of aryl iodides with terminal alkynes has been successfully developed using the thermoregulated ligand Ph2P(CH2CH2O)nCH3 (n ≈ 22). This method allows the synthesis of a variety of alkynones in moderate to good yields (70-91%) and the catalytic system can be recycled four times without significant loss of activity.
