Metal‐Free Decarboxylation of α, β‐Unsaturated Carboxylic Acids for Carbon–Carbon and Carbon–Heteroatom Coupling Reactions

2020 ◽  
Vol 38 (12) ◽  
pp. 1780-1792
Author(s):  
Xianjun Xu ◽  
Erik V. Van der Eycken ◽  
Huangdi Feng
Keyword(s):  
Carboxylic Acids ◽  
Coupling Reactions ◽  
Metal Free ◽  
Unsaturated Carboxylic Acids

Pd-Catalyzed decarboxylative cross-coupling reactions of epoxides with α,β-unsaturated carboxylic acids

2019 ◽  
Vol 55 (74) ◽  
pp. 11123-11126 ◽  
Author(s):  
Xiao-Yu Lu ◽  
Jin-Song Li ◽  
Shi-Qun Wang ◽  
Yu-Jing Zhu ◽  
Yue-Ming Li ◽  
...  
Keyword(s):  
Carboxylic Acids ◽  
Cross Coupling ◽  
Coupling Reactions ◽  
Cross Coupling Reactions ◽  
Unsaturated Carboxylic Acids

A Pd-catalyzed decarboxylative cross-coupling of α,β-unsaturated carboxylic acids with cyclic and acyclic epoxides has been developed.

Metal‐Free Aerobic Sulfenyllactonization of Unsaturated Carboxylic Acids with Thiols Using Air as Sole Oxidant

2020 ◽  
Vol 5 (25) ◽  
pp. 7382-7386 ◽  
Author(s):  
Yan‐Shi Xiong ◽  
Yang Yu ◽  
Yi‐Peng You ◽  
Jiang Weng ◽  
Gui Lu
Keyword(s):  
Carboxylic Acids ◽  
Metal Free ◽  
Unsaturated Carboxylic Acids

scholarly journals An Efficient Metal-Free Oxidative Esterification and Amination of Benzyl C–H Bond

Molecules ◽  
2020 ◽  
Vol 25 (7) ◽  
pp. 1527
Author(s):  
Saiwen Liu ◽  
Ru Chen ◽  
Guowen He ◽  
Jin Zhang
Keyword(s):  
Carboxylic Acids ◽  
Oxidative Coupling ◽  
Coupling Reactions ◽  
Coupling Reagents ◽  
Oxidative Esterification ◽  
Metal Free ◽  
High Yields ◽  
Oxidative Coupling Reactions

An esterification and amination of benzylic C–H bonds was developed by using 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ) under metal- and iodide-free conditions. Both carboxylic acids and amines could be used as ideal coupling partners for the oxidative coupling reactions with various diarylmethanes. A close to equal amount of coupling reagents was enough to afford the product in good to high yields.

Photocatalytic dual decarboxylative alkenylation mediated by triphenylphosphine and sodium iodide

2020 ◽  
Vol 18 (29) ◽  
pp. 5589-5593 ◽  
Author(s):  
Hong-Yu Wang ◽  
Long-Jin Zhong ◽  
Gui-Fen Lv ◽  
Yang Li ◽  
Jin-Heng Li
Keyword(s):  
Transition Metal ◽  
Carboxylic Acids ◽  
Sodium Iodide ◽  
Metal Free ◽  
Unsaturated Carboxylic Acids

A new transition-metal-free photoredox decarboxylative alkylation of α,β-unsaturated carboxylic acids and alkyl N-hydroxyphthalimide (NHP) esters by NaI/PPh3 catalysis has been developed.

Perturbation theory of substituent effect. Importance of the field effect in transmission of the substituent effect

1980 ◽  
Vol 45 (6) ◽  
pp. 1655-1661 ◽  
Author(s):  
Robert Ponec
Keyword(s):  
Perturbation Theory ◽  
Carboxylic Acids ◽  
Quantum Chemical ◽  
Substituent Effect ◽  
Field Effect ◽  
Adequate Description ◽  
Meta Position ◽  
Unsaturated Carboxylic Acids

Various quantum chemical approaches to the problem of transmission of the substituent effect were compared. It was shown that inclusion of the electronic repulsion (field effect) was necessary to give a true picture of differences in ρ constants for reactions of the cis and trans isomers of substituted unsaturated carboxylic acids; the same holds for an adequate description of transmission of the substituent effect from the meta position on a given skeleton.

Metal free decarboxylative aminoxylation of carboxylic acids using a biphasic solvent system

2021 ◽  
Vol 19 (1) ◽  
pp. 273-278
Author(s):  
Göran Schulz ◽  
Andreas Kirschning
Keyword(s):  
Carboxylic Acids ◽  
Solvent System ◽  
Radical Scavenger ◽  
Synthetic Approach ◽  
Metal Free ◽  
System P

The oxidative radical decarboxylation of carboxylic acids with TEMPO as radical scavenger in a biphasic solvent system is reported which is successfully used in a new synthetic approach for the antidepressants indatraline.

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