ChemInform Abstract: Direct Synthesis of 1,3-Dicarbonyl Compounds via Radical Coupling of Aldehydes with Ketones under Metal-Free Conditions.

ChemInform ◽  
2016 ◽  
Vol 47 (12) ◽  
pp. no-no
Author(s):  
Xuqian Shen ◽  
Arun Jyoti Borah ◽  
Xihan Cao ◽  
Weixiang Pan ◽  
Guobing Yan ◽  
...  
Keyword(s):  
Direct Synthesis ◽  
Dicarbonyl Compounds ◽  
Metal Free ◽  
Radical Coupling

Direct synthesis of 1,3-dicarbonyl compounds via radical coupling of aldehydes with ketones under metal-free conditions

2015 ◽  
Vol 56 (46) ◽  
pp. 6484-6487 ◽  
Author(s):  
Xuqian Shen ◽  
Arun Jyoti Borah ◽  
Xihan Cao ◽  
Weixiang Pan ◽  
Guobing Yan ◽  
...  
Keyword(s):  
Direct Synthesis ◽  
Dicarbonyl Compounds ◽  
Metal Free ◽  
Radical Coupling

Bifunctional metal-free photo-organocatalysts for enantioselective aerobic oxidation of β-dicarbonyl compounds

Tetrahedron ◽  
2018 ◽  
Vol 74 (27) ◽  
pp. 3624-3633 ◽  
Author(s):  
Xiao-fei Tang ◽  
Shi-hao Feng ◽  
Ya-kun Wang ◽  
Fan Yang ◽  
Ze-hao Zheng ◽  
...  
Keyword(s):  
Aerobic Oxidation ◽  
Dicarbonyl Compounds ◽  
Metal Free

scholarly journals SET activation of nitroarenes by 2-azaallyl anions as a straightforward access to 2,5-dihydro-1,2,4-oxadiazoles

2021 ◽  
Vol 12 (1) ◽  
Author(s):  
Dong Zou ◽  
Lishe Gan ◽  
Fan Yang ◽  
Huan Wang ◽  
Youge Pu ◽  
...  
Keyword(s):  
Transition Metal ◽  
Experimental Evidence ◽  
Radical Anion ◽  
Reaction Pathway ◽  
Cycloaddition Reaction ◽  
Electron Donors ◽  
Ring Closure ◽  
Computational Studies ◽  
Metal Free ◽  
Radical Coupling

AbstractThe use of nitroarenes as amino sources in synthesis is challenging. Herein is reported an unusual, straightforward, and transition metal-free method for the net [3 + 2]-cycloaddition reaction of 2-azaallyl anions with nitroarenes. The products of this reaction are diverse 2,5-dihydro-1,2,4-oxadiazoles (>40 examples, up to 95% yield). This method does not require an external reductant to reduce nitroarenes, nor does it employ nitrosoarenes, which are often used in N–O cycloadditions. Instead, it is proposed that the 2-azaallyl anions, which behave as super electron donors (SEDs), deliver an electron to the nitroarene to generate a nitroarene radical anion. A downstream 2-azaallyl radical coupling with a newly formed nitrosoarene is followed by ring closure to afford the observed products. This proposed reaction pathway is supported by computational studies and experimental evidence. Overall, this method uses readily available materials, is green, and exhibits a broad scope.

Metal-Free Hydropyridylation of Thioester-Activated Alkenes via Electroreductive Radical Coupling

2021 ◽  
Author(s):  
Hehuan Xu ◽  
Jiayu Liu ◽  
Feiyun Nie ◽  
Xiaowei Zhao ◽  
Zhiyong Jiang
Keyword(s):  
Metal Free ◽  
Radical Coupling

A Formal Metal-Free γ-Arylation of 1,3-Dicarbonyl Compounds via a Sequence of Isomerization/1,4-Addition/[3,3]-Sigmatropic Rearrangement

2021 ◽  
Author(s):  
Shi-Chao Lu ◽  
Fuqiang Wen ◽  
Xidong Guan
Keyword(s):  
Sigmatropic Rearrangement ◽  
Mechanistic Studies ◽  
Dicarbonyl Compounds ◽  
Metal Free

A metal-free redox arylation of alkynes with sulfoxides has been developed to provide an unconventional access to diverse γ-arylated 1,3-dicarbonyl compounds in an atom-economical manner. Mechanistic studies suggest that a...

Transition metal-free, visible-light-mediated construction of α,β-diamino esters via decarboxylative radical addition at room temperature

2019 ◽  
Vol 6 (13) ◽  
pp. 2245-2249 ◽  
Author(s):  
Guibing Wu ◽  
Jingwen Wang ◽  
Chengyu Liu ◽  
Maolin Sun ◽  
Lei Zhang ◽  
...  
Keyword(s):  
Transition Metal ◽  
Visible Light ◽  
Carboxylic Acids ◽  
Room Temperature ◽  
Radical Addition ◽  
Metal Free ◽  
Radical Coupling

A metal-free photoredox catalyzed decarboxylative radical coupling of free-carboxylic acids and glyoxylic oximes was developed to synthesize α,β-diamino acids.

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