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.
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.).
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.
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
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.
