22239-97-0Relevant academic research and scientific papers
Recyclable heterogeneous gold(I)-catalyzed oxidation of internal acylalkynes: Practical access to vicinal tricarbonyls
Hu, Wenli,Huang, Bin,Niu, Bingbo,Cai, Mingzhong
supporting information, (2021/03/16)
A highly efficient heterogeneous gold(I)-catalyzed oxidation of internal acylalkynes has been developed using 2,6-dichloropyridine N-oxide as the oxidant in dichloromethane (CH2Cl2) at room temperature, providing a novel and practical approach for the construction of diverse vicinal tricarbonyls such as α,β-diketoesters, 1,2,3-triketones, and α,β-diketoamides in good to excellent yields. The heterogeneous gold(I) catalyst can be readily obtained via a simple preparative procedure from commercially available reagents and recovered by filtration of the reaction mixture and reused up to seven times without significant loss of catalytic efficiency.
Acyl Radicals from Terminal Alkynes: Photoredox-Catalyzed Acylation of Heteroarenes
Sultan, Shaista,Rizvi, Masood Ahmad,Kumar, Jaswant,Shah, Bhahwal Ali
supporting information, p. 10617 - 10620 (2018/07/31)
A photoredox-mediated acylation reaction of electron deficient heteroarenes with terminal alkynes is reported. The method relies on oxidative cleavage of phenylacetylenes for generation of acyl radicals as a key enabling feature. The reaction is regiosele
Room Temperature Metal-Catalyzed Oxidative Acylation of Electron-Deficient Heteroarenes with Alkynes, Its Mechanism, and Application Studies
Sharma, Shweta,Kumar, Mukesh,Vishwakarma, Ram A.,Verma, Mahendra K.,Singh, Parvinder Pal
, p. 12420 - 12431 (2018/10/20)
Herein, we report an original one-step, simple, room-temperature, regioselective Minisci reaction for the acylation of electron-deficient heteroarenes with alkynes. The method has broad functional group compatibility and gives exclusively monoacylated products in good to excellent yields. The mechanistic pathway was analyzed based on a series of experiments confirming the involvement of a radical pathway. The 18O-labeling experiment suggested that water is a source of oxygen in the acylated product, and head space GC-MS experiment shows the C-C cleavage occurs via release as CO2.
Isobutyl Nitrite-Mediated Synthesis of Quinoxalines through Double C?H Bond Amination of N-Aryl Enamines
Jiao, Yan-Xiao,Wei, Lin-Su,Zhao, Chun-Yang,Wei, Kai,Mo, Dong-Liang,Pan, Cheng-Xue,Su, Gui-Fa
supporting information, p. 4446 - 4451 (2018/10/20)
An efficient and metal-free double C?H bond amination of N-aryl enamines using isobutyl nitrite (IBN) has been developed. This method enables the preparation of functionalized quinoxalines in good to excellent yields and tolerates a variety of N-aryl enamines with diverse functional substituents. Mechanistic studies revealed the presence of a key β-imino oxime ester intermediate. A quinoxaline derivative could be prepared from β-carbonyl ester in one-pot sequence on a gram scale. Finally, two important quinoxaline scaffolds were easily prepared in moderate yields over two steps. (Figure presented.).
Efficient synthesis method of quinoxalinone derivatives
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Paragraph 0023; 0030; 0031; 0033; 0073; 0074, (2016/10/09)
The invention discloses a synthesis method of quinoxalinone derivatives. According to the new route, enamine compounds obtained by synthesizing ordinary arylamine, keto ester, 3-oxo-nitrile or 1,3-dicarbonyl are used as the raw material, and 2,3-disubstit
REACTION OF BENZOFURAZAN 1-OXIDE WITH 1-(2-NAPHTHYL)- AND 1-HETARYL-BUTANE-1,3-DIONES; PREPARATION OF ARYL AND HETARYL 2-QUINOXALINYL KETONES
Athaf, Adnan,Hill, John
, p. 4557 - 4564 (2007/10/02)
Aryl (4-methoxyphenyl and 2-naphthyl) and hetaryl (2-furyl, 3-pyridyl and 2-thienyl) 3-methyl-2-quinoxalinyl ketones were prepared via the reaction of benzofurazan 1-oxide (BFO) with 1-aryl and 1-hetaryl-butane-1,3-diones, followed by reduction of the res
THE FLUORIDE ION EFFECT IN THE REACTIONS OF SINGLET OXYGEN WITH ENOLS
Wasserman, Harry H.,Pickett, James E.
, p. 2155 - 2162 (2007/10/02)
The fluoride ion effect in the reaction of enolic systems with singlet oxygen has been investigated. β-Dicarbonyl compounds yielded 1,2,3-tricarbonyl derivatives, some of which underwent further hydration, whereas α-diketones suffered oxidative decarboxylation to give open-chain aldehydo-acids or keto-acids.
