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.

7,10-Dibromo-2,3-dicyanopyrazinophenanthrene Aggregates as a Photosensitizer for Nickel-Catalyzed Aryl Esterification

Synlett ◽  
2021 ◽  
Author(s):  
Xiaoqiang Yu ◽  
Min He ◽  
Shilei Yang ◽  
Ming Bao
Keyword(s):  
Visible Light ◽  
Carboxylic Acids ◽  
Bond Formation ◽  
Cross Coupling ◽  
Aryl Halides ◽  
Ni Catalyst ◽  
Coupling Reactions ◽  
Formation Reaction ◽  
Cross Coupling Reactions ◽  
Reaction Proceeds

AbstractSelf-assembled aggregates of 7,10-dibromo-2,3-dicyanopyrazinophenanthrene which act as a new organophotocatalyst in combination with Ni catalyst for the Caryl–Oacyl cross-coupling reactions of carboxylic acids with aryl halides are described. This visible-light-induced Caryl–Oacyl bond-formation reaction proceeds smoothly to afford aryl esters with satisfactory to excellent yields.

Pd(II)‐Catalyzed Enantioselective C(sp3)–H Activation/Cross‐Coupling Reactions of Free Carboxylic Acids

2018 ◽  
Author(s):  
Liang Hu ◽  
Peng-Xiang Shen ◽  
Qian Shao ◽  
Kai Hong ◽  
Jennifer X. Qiao ◽  
...  
Keyword(s):  
Carboxylic Acids ◽  
Cross Coupling ◽  
Coupling Reactions ◽  
Cross Coupling Reactions

Aryl-Decarboxylation Reactions Catalyzed by Palladium: Scope and Mechanism

Synthesis ◽  
2019 ◽  
Vol 52 (03) ◽  
pp. 365-377 ◽  
Author(s):  
Ryan A. Daley ◽  
Joseph J. Topczewski
Keyword(s):  
Carboxylic Acids ◽  
Boronic Acid ◽  
Cross Coupling ◽  
Coupling Reactions ◽  
Heck Reactions ◽  
Cross Coupling Reactions ◽  
Related Family ◽  
Organometallic Precursor ◽  
Palladium Catalyzed ◽  
Catalyzed Reactions

Palladium-catalyzed cross-couplings and related reactions have enabled many transformations essential to the synthesis of pharmaceuticals, agrochemicals, and organic materials. A related family of reactions that have received less attention are decarboxylative functionalization reactions. These reactions replace the preformed organometallic precursor (e.g., boronic acid or organostannane) with inexpensive and readily available carboxylic acids for many palladium-catalyzed reactions. This review focuses on catalyzed reactions where the elementary decarboxylation step is thought to occur at a palladium center. This review does not include decarboxylative reactions where decarboxylation is thought to be facilitated by a second metal (copper or silver) and is specifically limited to (hetero)arenecarboxylic acids. This review includes a discussion of oxidative Heck reactions, protodecarboxylation reactions, and cross-coupling reactions among others.1 Introduction2 Oxidative Heck Reactions3 Protodecarboxylation Reactions4 Cross-Coupling Reactions5 Other Reactions6 Conclusion

scholarly journals Pd II ‐Catalyzed Enantioselective C(sp 3 )−H Activation/Cross‐Coupling Reactions of Free Carboxylic Acids

2019 ◽  
Vol 58 (7) ◽  
pp. 2134-2138 ◽  
Author(s):  
Liang Hu ◽  
Peng‐Xiang Shen ◽  
Qian Shao ◽  
Kai Hong ◽  
Jennifer X. Qiao ◽  
...  
Keyword(s):  
Carboxylic Acids ◽  
Cross Coupling ◽  
Coupling Reactions ◽  
Cross Coupling Reactions

scholarly journals Recent developments in decarboxylative cross-coupling reactions between carboxylic acids and N–H compounds

RSC Advances ◽  
2019 ◽  
Vol 9 (16) ◽  
pp. 8964-8976 ◽  
Author(s):  
Sattar Arshadi ◽  
Saeideh Ebrahimiasl ◽  
Akram Hosseinian ◽  
Aazam Monfared ◽  
Esmail Vessally
Keyword(s):  
Organic Chemistry ◽  
Carboxylic Acids ◽  
Cross Coupling ◽  
Coupling Reactions ◽  
Structural Variety ◽  
Cross Coupling Reactions ◽  
Recent Developments

Carboxylic acids and their derivatives are ubiquitous compounds in organic chemistry, and are widely commercially available in a large structural variety.

Photocatalytic decarboxylations

2018 ◽  
Vol 3 (7) ◽  
Author(s):  
Johanna Schwarz
Keyword(s):  
Carboxylic Acids ◽  
Cross Coupling ◽  
Coupling Reactions ◽  
Metal Catalysis ◽  
Radical Intermediates ◽  
Cross Coupling Reactions ◽  
Platform Chemicals ◽  
Enantioselective Reactions

Abstract During the last years, the field of photocatalytic decarboxylations has emerged rapidly. Carboxylic acids are inexpensive, non-toxic and renewable starting materials for the synthesis of pharmaceuticals or platform chemicals. The traceless extrusion of CO2 gives radical intermediates, which react in diverse cross-coupling reactions. Merging photocatalysis with metal catalysis enables even broader substrate scopes or enantioselective reactions. An overview of photocatalytic decarboxylative reactions of different classes of carboxylic acids is given within this chapter.

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