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

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

Synthesis of Indole/Benzofuran-Containing Diarylmethanes through Palladium-Catalyzed Reaction of Indolylmethyl or Benzofuranylmethyl Acetates with Boronic Acids

Synthesis ◽  
2021 ◽  
Author(s):  
Antonella Goggiamani ◽  
Antonia Iazzetti ◽  
Antonio Arcadi ◽  
Andrea Calcaterra ◽  
Marco Chiarini ◽  
...  
Keyword(s):  
Boronic Acids ◽  
Experimental Procedure ◽  
Palladium Catalyzed ◽  
High Yields ◽  
Reaction Works

AbstractThe palladium-catalyzed synthesis of indole/benzofuran-containing diarylmethanes starting from indolylmethyl or benzofuranylmethyl acetates with boronic acids has been investigated. The success of the reaction is influenced by the choice of precatalyst: with indolylmethyl acetates the reaction works well with [Pd(η3-C3H5)Cl]2/XPhos while with benzofuranylmethyl acetates Pd2(dba)3/XPhos is more efficient. The good to high yields and the simplicity of the experimental procedure make this protocol a versatile synthetic tool for the preparation of 2- and 3-substituted indoles and 2-benzo[b]furans. The methodology can be advantageously extended to the preparation of a key precursor of Zafirlukast.

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

Efficient synthesis of tetrasubstituted 2,3-allenoates and preliminary studies on bioactivities

2019 ◽  
Vol 6 (3) ◽  
pp. 304-308 ◽  
Author(s):  
Yuan Yao ◽  
Guirong Zhu ◽  
Qin Chen ◽  
Hui Qian ◽  
Shengming Ma
Keyword(s):  
Coupling Reaction ◽  
Boronic Acids ◽  
Efficient Synthesis ◽  
Highly Efficient ◽  
Palladium Catalyzed

A general and highly efficient straightforward protocol for the preparation of tetrasubstituted 2,3-allenoates through a palladium-catalyzed coupling reaction of 3-alkoxycarbonyl propargylic carbonates and boronic acids with commercially available tri(o-tolyl)phosphine as a ligand has been developed.

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