Recent Developments in Decarboxylative C(Aryl)-X Bond Formation from (Hetero)Aryl Carboxylic Acids

2021 ◽  
Author(s):  
M Ramu Yadav ◽  
Ruchi Sharma
Keyword(s):  
Carboxylic Acids ◽  
Bond Formation ◽  
Coupling Reactions ◽  
Efficient Approach ◽  
Highly Efficient ◽  
Decarboxylative Coupling ◽  
Recent Developments

Decarboxylative coupling reactions using readily available (hetero)aryl carboxylic acids is a highly efficient approach for the formation of new C-C and C-X bonds. These decarboxylative coupling reactions eliminate CO2 as...

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.

scholarly journals Palladium catalyzed Suzuki cross-coupling of benzyltrimethylammonium salts via C–N bond cleavage

RSC Advances ◽  
2017 ◽  
Vol 7 (26) ◽  
pp. 15805-15808 ◽  
Author(s):  
Tao Wang ◽  
Shuwu Yang ◽  
Silin Xu ◽  
Chunyu Han ◽  
Ge Guo ◽  
...  
Keyword(s):  
Bond Cleavage ◽  
Cross Coupling ◽  
Coupling Reactions ◽  
Efficient Approach ◽  
Highly Efficient ◽  
Cross Coupling Reactions ◽  
Palladium Catalyzed ◽  
The Way

A Pd catalyzed Suzuki cross-coupling of a benzyltrimethylammonium salt is described. This reaction offers a highly efficient approach to diarylmethanes and also paves the way for the application of benzyltrimethylammonium salts in Pd catalyzed cross-coupling reactions.

Recent Advances in Photocatalytic Decarboxylative Coupling Reactions in Medicinal Chemistry

Synthesis ◽  
2020 ◽  
Vol 52 (12) ◽  
pp. 1719-1737 ◽  
Author(s):  
Lindsay McMurray ◽  
Thomas M. McGuire ◽  
Rachel L. Howells
Keyword(s):  
Medicinal Chemistry ◽  
Bond Formation ◽  
Coupling Reactions ◽  
Recent Advances ◽  
Decarboxylative Coupling

This review covers recent advances in decarboxylative photocatalysis applicable to the medicinal chemist. The review is not intended to be exhaustive, but instead is focussed on transformations that could be useful in the synthesis of drug-like compounds in order to highlight the utility of this methodology in the development of new pharmaceutical candidates.1 Introduction2 C–C Bond Formation3 C–N and C–O Bond Formation4 Fluorination and Trifluoromethylation5 Hydrodecarboxylation6 Protein Functionalisation7 Conclusion

Recent Developments in Photochemical and Electrochemical Decarboxylative C(sp3)–N Bond Formation

Synthesis ◽  
2020 ◽  
Vol 52 (09) ◽  
pp. 1357-1368 ◽  
Author(s):  
Lifang Tian ◽  
Yahui Wang ◽  
Yue Zheng ◽  
Xiaoqing Shao ◽  
Velayudham Ramadoss
Keyword(s):  
Rapid Development ◽  
Bond Formation ◽  
Short Review ◽  
Toxic Substances ◽  
Coupling Reactions ◽  
Bond Forming ◽  
Drug Molecules ◽  
Recent Developments ◽  
Metal Catalyzed ◽  
Nitrogen Containing Compounds

Considering the important applications of nitrogen-containing compounds in agrochemical materials and biomolecular drug molecules, research on methods for the construction of C–N bonds quickly and efficiently has become an important topic in synthetic chemistry. Carboxylic acids are inexpensive, stable, and non-toxic substances that are widely present in Nature, which makes them appealing as potential coupling partners for C(sp3)–N bond-forming reactions. Moreover, compared with the well-established transition-metal-catalyzed protocols, the rapid development of photoredox catalysis and electrochemical methods in recent years provides options for chemists to design new synthetic routes. In this short review, we concentrate on the decarboxylative C(sp3)–N coupling reactions mediated by visible light or electricity, with special attention on mechanistic insights.1 Introduction2 Photoredox-Mediated Decarboxylative C(sp3)–N Bond Formation2.1 Intramolecular Decarboxylation2.2 Intermolecular Decarboxylation3 Electrochemistry-Induced Decarboxylative C(sp3)–N Bond Formation3.1 Intramolecular Decarboxylation3.2 Intermolecular Decarboxylation4 Conclusions and Outlook

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