65418-72-6Relevant academic research and scientific papers
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
Carbonylative Sonogashira Coupling of Aryl Iodides with Terminal Alkynes Catalyzed by Palladium Nanoparticles
Feng, Xiujuan,Song, Jiliang,Bao, Ming
, p. 337 - 345 (2017/11/27)
A convenient and efficient method for the synthesis of α,β-alkynyl ketones from the three-component coupling of aryl iodides, terminal alkynes, and carbon monoxide (carbonylative Sonogashira coupling reaction) is successfully developed. The carbonylative Sonogashira coupling reaction proceeded smoothly under mild conditions in the presence of palladium nanoparticles to produce the corresponding α,β-alkynyl ketones in good to excellent yields.
Selective Carbonyl?C(sp3) Bond Cleavage To Construct Ynamides, Ynoates, and Ynones by Photoredox Catalysis
Jia, Kunfang,Pan, Yue,Chen, Yiyun
supporting information, 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.
A phosphine-free, atom-efficient cross-coupling reaction of triorganoindiums with acyl chlorides catalyzed by immobilization of palladium(0) in MCM-41
Miao, Jiankang,Huang, Bin,Liu, Haiyi,Cai, Mingzhong
, p. 42570 - 42578 (2017/09/11)
The first phosphine-free heterogeneous palladium(0)-catalyzed cross-coupling of triorganoindiums with acyl chlorides has been developed that proceeds smoothly in THF at 68 °C and provides a general and powerful tool for the synthesis of various valuable aryl ketones and α,β-acetylenic ketones with high atom-economy and high yield. This phosphine-free heterogeneous palladium(0) catalyst can be easily prepared from commercially available reagents and recovered by a simple filtration of the reaction solution and used for at least 10 consecutive trials without any decreases in activity. Our system not only avoids the use of phosphine ligands, but also solves the basic problem of palladium catalyst recovery and reuse.
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
Copper-Catalyzed Radical Silylarylation of Ynones with Silanes: En Route to Silyl-Functionalized Indenones
Yan, Zhongfei,Xie, Jin,Zhu, Chengjian
supporting information, p. 4153 - 4157 (2017/12/18)
A copper-catalyzed radical silylarylation of ynones with commercially available silanes using DCP (dicumyl peroxide) as an efficient oxidant has been developed. This approach represents an efficient route to silyl-functionalized indenone derivatives in mo
Method for preparing alpha, beta-acetylenic ketone compounds through carbon monoxide-releasing molecular carbonylation carbon-carbon bond coupling
-
Paragraph 0019; 0048-0051, (2017/07/22)
The invention discloses a method for preparing alpha, beta-acetylenic ketone compounds through carbon monoxide-releasing molecular carbonylation carbon-carbon bond coupling. According to the method, CO gas is not used, and the method comprises the followi
Carboxylic acid [...]end alkyne couplingacetylenic ketone the method of preparation
-
Paragraph 0014-0017; 0025, (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
Zinc-Catalyzed Dehydrogenative Cross-Coupling of Terminal Alkynes with Aldehydes: Access to Ynones
Tang, Shan,Zeng, Li,Liu, Yichang,Lei, Aiwen
supporting information, p. 15850 - 15853 (2016/01/29)
Because of the lack of redox ability, zinc has seldom been used as a catalyst in dehydrogenative cross-coupling reactions. Herein, a novel zinc-catalyzed dehydrogenative C(sp2)-H/C(sp)-H cross-coupling of terminal alkynes with aldehydes was dev
Dual Hypervalent Iodine(III) Reagents and Photoredox Catalysis Enable Decarboxylative Ynonylation under Mild Conditions
Huang, Hanchu,Zhang, Guojin,Chen, Yiyun
supporting information, p. 7872 - 7876 (2015/06/30)
A combination of hypervalent iodine(III) reagents (HIR) and photoredox catalysis with visible light has enabled chemoselective decarboxylative ynonylation to construct ynones, ynamides, and ynoates. This ynonylation occurs effectively under mild reaction conditions at room temperature and on substrates with various sensitive and reactive functional groups. The reaction represents the first HIR/photoredox dual catalysis to form acyl radicals from α-ketoacids, followed by an unprecedented acyl radical addition to HIR-bound alkynes. Its efficient construction of an mGlu5 receptor inhibitor under neutral aqueous conditions suggests future visible-light-induced biological applications.
