Nickel-Catalyzed Hiyama-type Decarboxylative Coupling of Propiolic Acids and Organosilanes

2016 ◽  
Vol 81 (12) ◽  
pp. 5244-5249 ◽  
Author(s):  
Gabriel Charles Edwin Raja ◽  
Francis Mariaraj Irudayanathan ◽  
Han-Sung Kim ◽  
Jimin Kim ◽  
Sunwoo Lee
Keyword(s):  
Decarboxylative Coupling

Ketones from Nickel-Catalyzed Decarboxylative, Non-Symmetric Cross-Electrophile Coupling of Carboxylic Acid Esters

2019 ◽  
Author(s):  
Jiang Wang ◽  
Brian P. Cary ◽  
Peyton Beyer ◽  
Samuel H. Gellman ◽  
Daniel Weix
Keyword(s):  
Carboxylic Acid ◽  
Solid Support ◽  
Reaction Conditions ◽  
Decarboxylative Coupling ◽  
New Strategy ◽  
The Cross ◽  
Acyl Donors ◽  
Acid Esters

A new strategy for the synthesis of ketones is presented based upon the decarboxylative coupling of N-hydroxyphthalimide (NHP) esters with S-2-pyridyl thioesters. The reactions are selective for the cross-coupled product because NHP esters act as radical donors and the thioesters act as acyl donors. The reaction conditions are general and mild, with over 40 examples presented, including larger fragments and the 20-mer peptide Exendin(9-39) on solid support.

Connecting Remote C–H Bond Functionalization and Decarboxylative Coupling Using Simple Amines

2019 ◽  
Author(s):  
Francisco de Azambuja ◽  
Ming-Hsiu Yang ◽  
Alexander Bruecker ◽  
Paul Cheong ◽  
Ryan Altman
Keyword(s):  
Organic Molecules ◽  
Mechanistic Studies ◽  
Bond Functionalization ◽  
Bond Forming ◽  
Decarboxylative Coupling

The manuscript describes a Pd-catalyzed reaction of benzylic electrophiles that gives para-substituted arene products. Mechanistic studies suggest a mechanism involving a dearomative C–C bond-forming step, followed by base-mediated rearomatization. This mechanism is uncommon and underappreciated in Pd-catalysis and further exploitation of this mechanism should enable access to other organic molecules.

Ruthenium(ii)-catalyzed decarbonylative and decarboxylative coupling of isatoic anhydrides with salicylaldehydes: access to aryl 2-aminobenzoates

2021 ◽  
Vol 19 (12) ◽  
pp. 2725-2730
Author(s):  
Bidisha R. Bora ◽  
Rashmi Prakash ◽  
Sabera Sultana ◽  
Sanjib Gogoi
Keyword(s):  
Coupling Reactions ◽  
Decarboxylative Coupling

Decarbonylative and decarboxylative coupling reactions of salicylaldehydes with isatoic anhydrides afford aryl 2-aminobenzoates.

ChemInform Abstract: Palladium-Catalyzed Decarboxylative Coupling of Benzoic Acid Derivatives Using Hydrazone Ligands.

ChemInform ◽  
2014 ◽  
Vol 45 (39) ◽  
pp. no-no
Author(s):  
Takashi Mino ◽  
Eri Yoshizawa ◽  
Kohei Watanabe ◽  
Taichi Abe ◽  
Kiminori Hirai ◽  
...  
Keyword(s):  
Benzoic Acid ◽  
Benzoic Acid Derivatives ◽  
Decarboxylative Coupling ◽  
Palladium Catalyzed ◽  
Hydrazone Ligands

Phosphine-Free Palladium-Catalyzed Decarboxylative Coupling of Alkynylcarboxylic Acids with Aryl and Heteroaryl Halides

2013 ◽  
Vol 355 (4) ◽  
pp. 705-710 ◽  
Author(s):  
Police Vishnuvardhan Reddy ◽  
Pottabathula Srinivas ◽  
Manne Annapurna ◽  
Suresh Bhargava ◽  
Jorg Wagler ◽  
...  
Keyword(s):  
Decarboxylative Coupling ◽  
Palladium Catalyzed

Copper-Catalyzed Decarboxylative Coupling of Alkynyl Carboxylates with 1,1-Dibromo-1-alkenes

2013 ◽  
Vol 78 (9) ◽  
pp. 4551-4557 ◽  
Author(s):  
Zheng Huang ◽  
Rui Shang ◽  
Zi-Rong Zhang ◽  
Xiao-Dan Tan ◽  
Xiao Xiao ◽  
...  
Keyword(s):  
Decarboxylative Coupling

ChemInform Abstract: Regioswitchable Palladium-Catalyzed Decarboxylative Coupling of 1,3-Dicarbonyl Compounds.

ChemInform ◽  
2015 ◽  
Vol 46 (51) ◽  
pp. no-no
Author(s):  
Miles Kenny ◽  
Jeppe Christensen ◽  
Simon J. Coles ◽  
Vilius Franckevicius
Keyword(s):  
Dicarbonyl Compounds ◽  
Decarboxylative Coupling ◽  
Palladium Catalyzed

Decarboxylative dearomatization and mono-α-arylation of ketones

2016 ◽  
Vol 52 (49) ◽  
pp. 7695-7698 ◽  
Author(s):  
Shehani N. Mendis ◽  
Jon A. Tunge
Keyword(s):  
Aromatic Ketones ◽  
Decarboxylative Coupling

Ligand-controlled decarboxylative coupling of benzyl enol carbonates provides dearomatized products via enantiospecific coupling or alpha-aromatic ketones via dearomatization–rearomatization.

Synthesis of Substituted Stilbenes via Direct Decarboxylative Coupling of Cinnamic Acids with Arylboronic Acids under Palladium Catalysis

2010 ◽  
Vol 39 (1) ◽  
pp. 68-69 ◽  
Author(s):  
Mana Yamashita ◽  
Koji Hirano ◽  
Tetsuya Satoh ◽  
Masahiro Miura
Keyword(s):  
Palladium Catalysis ◽  
Cinnamic Acids ◽  
Arylboronic Acids ◽  
Decarboxylative Coupling
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