C-H Bond Cleavage-Enabled Aerobic Ring-Opening Reaction of in Situ Formed 2-Aminobenzofuran-3(2H)-ones

2021 ◽  
Author(s):  
Yingwei Wang ◽  
Mingrong Yang ◽  
Chic Hou Lao ◽  
Zhi-Hong Jiang
Keyword(s):  
Ring Opening ◽  
Bond Cleavage ◽  
One Pot ◽  
Ring Opening Reaction ◽  
Alternative Approach

A C-H bond cleavage-enabled areobic ring-opening reaction of 2-aminobenzofuran-3(2H)-ones formed in situ by hemiacetals with a variety of amines is reported. The simple one-pot reaction provides an alternative approach to...

A 3,4-dihalo-2(5H)-furanone initiated ring-opening reaction of DABCO in the absence of a metal catalyst and additive and its application in a one-pot two-step reaction

2019 ◽  
Vol 21 (14) ◽  
pp. 3782-3788 ◽  
Author(s):  
Han-Qing Wu ◽  
Kai Yang ◽  
Xiao-Yun Chen ◽  
Mani Arulkumar ◽  
Neng Wang ◽  
...  
Keyword(s):  
Bioactive Compounds ◽  
Ring Opening ◽  
Metal Catalyst ◽  
One Pot ◽  
Environmental Friendly ◽  
Ring Opening Reaction ◽  
Metal Additive

An environmental friendly protocol for metal/additive-free synthesis of potential bioactive compounds from 3,4-dihalo-2(5H)-furanone and DABCO is described.

Molybdenum-Mediated One-Pot Synthesis of Pyrazoles from Isoxazoles

Synthesis ◽  
2019 ◽  
Vol 51 (20) ◽  
pp. 3796-3804 ◽  
Author(s):  
Marine Rey ◽  
Stéphane Beaumont
Keyword(s):  
Bond Cleavage ◽  
Direct Synthesis ◽  
Molybdenum Complex ◽  
One Pot ◽  
One Pot Synthesis ◽  
Wide Range ◽  
Hydrolysis Of ◽  
Substituted Pyrazoles

A one-pot approach for the direct synthesis of substituted pyrazoles from isoxazoles is reported. The process involves isoxazole N–O bond cleavage mediated by a molybdenum complex, in situ hydrolysis of the resulting β-amino enone to the corresponding 1,3-diketone, followed by pyrazole formation in the presence of hydrazine or substituted hydrazine. Good to excellent yields and regioselectivities are obtained with nonsymmetric isoxazoles. By using readily available starting materials, a wide range of substituted pyrazoles may be synthesized by this method.

Mild and efficient one-pot synthesis of chiral β-chalcogen amides via 2-oxazoline ring-opening reaction mediated by indium metal

2008 ◽  
Vol 693 (24) ◽  
pp. 3563-3566 ◽  
Author(s):  
Antonio L. Braga ◽  
Fábio Z. Galetto ◽  
Paulo S. Taube ◽  
Márcio W. Paixão ◽  
Claudio C Silveira ◽  
...  
Keyword(s):  
Ring Opening ◽  
One Pot ◽  
One Pot Synthesis ◽  
Ring Opening Reaction ◽  
Indium Metal

scholarly journals Catalytic asymmetric C–Si bond activation via torsional strain-promoted Rh-catalyzed aryl-Narasaka acylation

2020 ◽  
Vol 11 (1) ◽  
Author(s):  
Jia Feng ◽  
Xiufen Bi ◽  
Xiaoping Xue ◽  
Na Li ◽  
Lei Shi ◽  
...  
Keyword(s):  
Natural Products ◽  
Ring Opening ◽  
Kinetic Resolution ◽  
Bond Activation ◽  
Bond Cleavage ◽  
Catalytic Synthesis ◽  
Torsional Strain ◽  
Silanol Groups ◽  
Bioactive Natural Products ◽  
Ring Opening Reaction

Abstract Atropisomers are important organic frameworks in bioactive natural products, drugs as well as chiral catalysts. Meanwhile, silanols display unique properties compared to their alcohol analogs, however, the catalytic synthesis of atropisomers bearing silanol groups is challenging. Here, we show a rhodium-catalyzed torsional strain-promoted asymmetric ring-opening reaction for the synthesis of α-silyl biaryl atropisomers. The reaction features a dynamic kinetic resolution of C(Ar)-Si bond cleavage, whose stereochemistry was controlled by a phosphoramidite ligand derived from (S)-3-methyl-1-((2,4,6-triisopropylphenyl)sulfonyl)piperazine. This work is a demonstration of an aryl-Narasaka acylation, where the C(Ar)-Si bond cleavage is promoted by the torsional strain of α, α’-disubstituted silafluorene.

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