Pd(ii)-catalyzed C–H arylation of aryl and benzyl Weinreb amides

2015 ◽  
Vol 13 (2) ◽  
pp. 353-356 ◽  
Author(s):  
Yan Wang ◽  
Kai Zhou ◽  
Quan Lan ◽  
Xi-Sheng Wang
Keyword(s):  
Weinreb Amides ◽  
Palladium Catalyzed

The first example of palladium-catalyzed ortho-C–H arylation of aryl and benzyl Weinreb amides was developed, in which HOTf was used as a key promoter.

ChemInform Abstract: Palladium-Catalyzed Arylation of α,β-Unsaturated Weinreb Amides.

ChemInform ◽  
2012 ◽  
Vol 43 (50) ◽  
pp. no-no
Author(s):  
Ko Hoon Kim ◽  
Sangku Lee ◽  
Se Hee Kim ◽  
Cheol Hee Lim ◽  
Jae Nyoung Kim
Keyword(s):  
Weinreb Amides ◽  
Palladium Catalyzed

Palladium-catalyzed arylation of α,β-unsaturated Weinreb amides

2012 ◽  
Vol 53 (38) ◽  
pp. 5088-5093 ◽  
Author(s):  
Ko Hoon Kim ◽  
Sangku Lee ◽  
Se Hee Kim ◽  
Cheol Hee Lim ◽  
Jae Nyoung Kim
Keyword(s):  
Weinreb Amides ◽  
Palladium Catalyzed

ChemInform Abstract: Palladium-Catalyzed Preparation of Weinreb Amides from Boronic Acids and N-Methyl-N-methoxycarbamoyl Chloride.

ChemInform ◽  
2010 ◽  
Vol 41 (23) ◽  
pp. no-no
Author(s):  
Ravi Krishnamoorthy ◽  
Sang Q. Lam ◽  
Christopher M. Manley ◽  
R. Jason Herr
Keyword(s):  
Boronic Acids ◽  
Weinreb Amides ◽  
Palladium Catalyzed

Palladium-Catalyzed Preparation of Weinreb Amides from Boronic Acids andN-Methyl-N-methoxycarbamoyl Chloride

2010 ◽  
Vol 75 (4) ◽  
pp. 1251-1258 ◽  
Author(s):  
Ravi Krishnamoorthy ◽  
Sang Q. Lam ◽  
Christopher M. Manley ◽  
R. Jason Herr
Keyword(s):  
Boronic Acids ◽  
Weinreb Amides ◽  
Palladium Catalyzed

scholarly journals Ligand-Enabled, Palladium-Catalyzed β-C(sp3)–H Arylation of Weinreb Amides

ACS Catalysis ◽  
2018 ◽  
Vol 8 (10) ◽  
pp. 9292-9297 ◽  
Author(s):  
Hojoon Park ◽  
Nikita Chekshin ◽  
Peng-Xiang Shen ◽  
Jin-Quan Yu
Keyword(s):  
Weinreb Amides ◽  
Palladium Catalyzed

Ligand-Enabled, Palladium-Catalyzed Beta-C (sp3)–H Arylation of Weinreb Amides

2018 ◽  
Author(s):  
Hojoon Park ◽  
Nikita Chekshin ◽  
Peng-Xiang Shen ◽  
jin-quan yu
Keyword(s):  
Dft Studies ◽  
Weinreb Amides ◽  
Acid Ligand ◽  
Palladium Catalyzed ◽  
Cleavage Step

<em> </em><p>We report the development of Pd(II)-catalyzed C(sp<sup>3</sup>)–H arylation of Weinreb amides. A pyridinesulfonic acid ligand is designed to accommodate the weak, neutral coordinating property of Weinreb amides via preserving the cationic character of Pd center through zwitterionic assembly of Pd/ligand complexes. DFT studies of the C–H cleavage step indicate that the superior reactivity of 3-pyridinesulfonic acid ligand compared to pyridine, Ac-Gly-OH, and ligandless conditions originates from the stabilization of overall substrate-bound Pd species.</p><em> </em>

Ligand-Enabled, Palladium-Catalyzed Beta-C (sp3)–H Arylation of Weinreb Amides

2018 ◽  
Author(s):  
Hojoon Park ◽  
Nikita Chekshin ◽  
Peng-Xiang Shen ◽  
jin-quan yu
Keyword(s):  
Dft Studies ◽  
Weinreb Amides ◽  
Acid Ligand ◽  
Palladium Catalyzed ◽  
Cleavage Step

<em> </em><p>We report the development of Pd(II)-catalyzed C(sp<sup>3</sup>)–H arylation of Weinreb amides. A pyridinesulfonic acid ligand is designed to accommodate the weak, neutral coordinating property of Weinreb amides via preserving the cationic character of Pd center through zwitterionic assembly of Pd/ligand complexes. DFT studies of the C–H cleavage step indicate that the superior reactivity of 3-pyridinesulfonic acid ligand compared to pyridine, Ac-Gly-OH, and ligandless conditions originates from the stabilization of overall substrate-bound Pd species.</p><em> </em>

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