Unique carbon–carbon bond homolysis in 3-alkylcyclohexa-1,4-dienyl-3-carboxylic acid radicals

1996 ◽  
pp. 2199-2200 ◽  
Author(s):  
Paul A. Baguley ◽  
Gavin Binmore ◽  
Aynsley Milne ◽  
John C. Walton
Keyword(s):  
Carboxylic Acid ◽  
Carbon Bond ◽  
Carbon Carbon Bond ◽  
Bond Homolysis

ChemInform Abstract: Unique Carbon-Carbon Bond Homolysis in 3-Alkylcyclohexa-1,4-dienyl-3- carboxylic Acid Radicals.

ChemInform ◽  
2010 ◽  
Vol 28 (8) ◽  
pp. no-no
Author(s):  
P. A. BAGULEY ◽  
G. BINMORE ◽  
A. MILNE ◽  
J. C. WALTON
Keyword(s):  
Carboxylic Acid ◽  
Carbon Bond ◽  
Carbon Carbon Bond ◽  
Bond Homolysis

Deoxygenative Transformation of Carbonyl and Carboxyl Compounds Using gem-Diborylalkanes

Synlett ◽  
2019 ◽  
Vol 30 (10) ◽  
pp. 1105-1110 ◽  
Author(s):  
Yue Hu ◽  
Wei Sun ◽  
Chao Liu
Keyword(s):  
Carboxylic Acid ◽  
Carboxylic Acids ◽  
Carbon Bond ◽  
Recent Advances ◽  
Carbon Carbon Bond ◽  
Efficient Construction

gem-Diborylalkanes serve as privileged carbanion precursors for the efficient construction of carbon–carbon bond with various carbonyl and carboxyl compounds. We highlight the recent advances on deoxygenative transformation of carbonyl and carboxyl compounds using gem-diborylalkanes reagents. Our recent development of a dual functionalization of gem-diborylalkanes through deoxygenative enolization with the carboxylic acids is also discussed.1 Introduction2 Activation Modes of gem-Diborylalkanes3 Deoxygenative Transformation of Carbonyl and Carboxyl ­Compounds via α-Diboryl Carbanion3.1 Reaction with Aldehyde and Ketone Electrophiles3.2 Reaction with Carboxylic Acid Derivatives4 Deoxygenative Transformation of Carbonyl and Carboxyl ­Compounds via α-Monoboryl Carbanion5 Conclusion

scholarly journals Carbon–carbon bond cleavage for Cu-mediated aromatic trifluoromethylations and pentafluoroethylations

2015 ◽  
Vol 11 ◽  
pp. 2661-2670 ◽  
Author(s):  
Tsuyuka Sugiishi ◽  
Hideki Amii ◽  
Kohsuke Aikawa ◽  
Koichi Mikami
Keyword(s):  
High Temperature ◽  
Carboxylic Acid ◽  
Bond Cleavage ◽  
Short Review ◽  
Carbon Bond ◽  
Carbon Carbon Bond ◽  
Tetrahedral Intermediates

This short review highlights the copper-mediated fluoroalkylation using perfluoroalkylated carboxylic acid derivatives. Carbon–carbon bond cleavage of perfluoroalkylated carboxylic acid derivatives takes place in fluoroalkylation reactions at high temperature (150–200 °C) or under basic conditions to generate fluoroalkyl anion sources for the formation of fluoroalkylcopper species. The fluoroalkylation reactions, which proceed through decarboxylation or tetrahedral intermediates, are useful protocols for the synthesis of fluoroalkylated aromatics.

Alkoxide substituent effects on carbon—carbon bond homolysis

1978 ◽  
Vol 19 (36) ◽  
pp. 3319-3322 ◽  
Author(s):  
D.A. Evans ◽  
D.J. Baillargeon
Keyword(s):  
Substituent Effects ◽  
Carbon Bond ◽  
Carbon Carbon Bond ◽  
Bond Homolysis

Direct carbon–carbon bond formation via reductive soft enolization: a syn-selective Mannich addition of α-iodo thioesters

2016 ◽  
Vol 14 (33) ◽  
pp. 7864-7868 ◽  
Author(s):  
Ngoc Truong ◽  
Scott J. Sauer ◽  
Cyndie Seraphin-Hatcher ◽  
Don M. Coltart
Keyword(s):  
Carboxylic Acid ◽  
Bond Formation ◽  
Biologically Active Compounds ◽  
Biologically Active ◽  
Acid Moiety ◽  
Active Compounds ◽  
Carbon Bond ◽  
Carbon Carbon Bond ◽  
Soft Enolization ◽  
Amino Carboxylic Acid

The β-amino carboxylic acid moiety is a key feature of numerous important biologically active compounds.

Carbon Dioxide-Mediated C(sp2)–H Arylation of Primary and Secondary Benzylamines

2018 ◽  
Author(s):  
Mohit Kapoor ◽  
Pratibha Chand-Thakuri ◽  
Michael Young
Keyword(s):  
Carbon Dioxide ◽  
Transition Metal ◽  
Bond Activation ◽  
Bond Formation ◽  
Carbon Bond ◽  
Chelate Effect ◽  
Free Amine ◽  
Carbon Carbon Bond ◽  
New Strategy ◽  
Metal Catalyzed

Carbon-carbon bond formation by transition metal-catalyzed C–H activation has become an important strategy to fabricate new bonds in a rapid fashion. Despite the pharmacological importance of <i>ortho</i>-arylbenzylamines, however, effective <i>ortho</i>-C–C bond formation from C–H bond activation of free primary and secondary benzylamines using Pd<sup>II</sup> remains an outstanding challenge. Presented herein is a new strategy for constructing <i>ortho</i>-arylated primary and secondary benzylamines mediated by carbon dioxide (CO<sub>2</sub>). The use of CO<sub>2</sub> is critical to allowing this transformation to proceed under milder conditions than previously reported, and that are necessary to furnish free amine products that can be directly used or elaborated without the need for deprotection. In cases where diarylation is possible, a chelate effect is demonstrated to facilitate selective monoarylation.

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