scholarly journals Palladium-catalyzed regioselective C–H bond arylations at the C3 position of ortho-substituted fluorobenzenes

2017 ◽  
Vol 15 (35) ◽  
pp. 7447-7455 ◽  
Author(s):  
Anoir Hfaiedh ◽  
Hamed Ben Ammar ◽  
Jean-François Soulé ◽  
Henri Doucet
Keyword(s):  
Fluorine Atom ◽  
Palladium Catalyzed

We report herein the palladium-catalyzed C–H bond arylation of fluorobenzene derivatives at the ortho-position to the fluorine atom. Bromo, chloro or methoxy substituents at the fluorobenzenyl ortho-position can be used to increase the reactivity of the C–H bond at the C3 position.

Palladium-catalyzed amination of 2,3,3-trifluoroallyl esters: synthesis of trifluoromethylenamines via an intramolecular fluorine shift and CF3 group construction

2015 ◽  
Vol 51 (31) ◽  
pp. 6761-6764 ◽  
Author(s):  
Kazuki Isa ◽  
Maki Minakawa ◽  
Motoi Kawatsura
Keyword(s):  
Fluorine Atom ◽  
Nitrogen Nucleophile ◽  
Palladium Catalyzed ◽  
Group Construction

The palladium-catalyzed reaction of 2,3,3-trifluoroallyl esters with amines afforded trifluoromethylenamines, which were formed by the addition of a nitrogen nucleophile at the C-2 position and the fluorine atom shift from the C-2 to C-3 position.

Synthesis of S-aryl thioesters via palladium-catalyzed thiocarbonylation of aryl iodides and aryl sulfonyl hydrazides

2020 ◽  
Vol 7 (19) ◽  
pp. 2938-2943
Author(s):  
Yeojin Kim ◽  
Kwang Ho Song ◽  
Sunwoo Lee
Keyword(s):  
Aryl Iodide ◽  
Aryl Iodides ◽  
Palladium Catalyzed

Aryl sulfonyl hydrazide reacted with aryl iodide in the presence of CO to give the corresponding S-aryl thioesters.

Palladium-catalyzed carbonylative transformation of aryl iodides and sulfonyl chlorides: convenient access to thioesters

2020 ◽  
Vol 7 (6) ◽  
pp. 885-889 ◽  
Author(s):  
Xinxin Qi ◽  
Zhi-Peng Bao ◽  
Xiao-Feng Wu
Keyword(s):  
Sulfonyl Chlorides ◽  
Aryl Iodides ◽  
Palladium Catalyzed ◽  
Convenient Access

A palladium-catalyzed carbonylative transformation of aryl iodides and sulfonyl chlorides to thioesters has been studied.

Synthesis of Allenyl Ketones by the Palladium-Catalyzed Carbonylation of 2-Alkynyl Carbonates in the Presence of Soft Carbon Nucleophiles

Synlett ◽  
1991 ◽  
Vol 1991 (09) ◽  
pp. 697-698 ◽  
Author(s):  
Tadakatsu Mandai ◽  
Hiroaki Kunitomi ◽  
Kiyoto Higashi ◽  
Mikio Kawada ◽  
Jiro Tsuji
Keyword(s):  
Carbon Nucleophiles ◽  
Palladium Catalyzed ◽  
Soft Carbon

Ligand-Enabled γ-C(sp3)–H Olefination of Free Carboxylic Acids

2020 ◽  
Author(s):  
Kiron Kumar Ghosh ◽  
Alexander Uttry ◽  
Francesca Ghiringhelli ◽  
Arup Mondal ◽  
Manuel van Gemmeren
Keyword(s):  
Reaction Mechanism ◽  
Carboxylic Acids ◽  
Michael Addition ◽  
Kinetic Studies ◽  
Wide Range ◽  
Palladium Catalyzed

We report the ligand enabled C(sp3)–H activation/olefination of free carboxylic acids in the γ-position. Through an intramolecular Michael-addition, δ-lactones are obtained as products. Two distinct ligand classes are identified that enable the challenging palladium-catalyzed activation of free carboxylic acids in the γ-position. The developed protocol features a wide range of acid substrates and olefin reaction partners and is shown to be applicable on a preparatively useful scale. Insights into the underlying reaction mechanism obtained through kinetic studies are reported.<br>

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