Palladium-Catalyzed Alkylation of sp2and sp3C−H Bonds with Methylboroxine and Alkylboronic Acids:  Two Distinct C−H Activation Pathways

2006 ◽  
Vol 128 (39) ◽  
pp. 12634-12635 ◽  
Author(s):  
Xiao Chen ◽  
Charles E. Goodhue ◽  
Jin-Quan Yu
Keyword(s):  
Palladium Catalyzed ◽  
Activation Pathways

scholarly journals Mechanistic Understanding Enables Chemoselective sp3 over sp2 C-H Activation in Pd-Catalyzed Carbonylative Cyclization of Amino Acids

2021 ◽  
Author(s):  
Mario Martinez-Mingo ◽  
Ines Alonso ◽  
Nuria Rodriguez ◽  
Ramon Gomez Arrayas ◽  
Juan Carlos Carretero
Keyword(s):  
Amino Acids ◽  
Palladium Catalyzed ◽  
Mechanistic Understanding ◽  
Activation Pathways

Mechanistic insights into the factors that control chemoselectivity in competing C(sp2)-H and C(sp3)-H activation pathways in the palladium-catalyzed carbonylative cyclization of γ-arylated valine type derivatives, gained by experimental observations and...

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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