Palladium-Catalyzed Cross-Coupling Reactions in One-Pot Multicatalytic Processes

2007 ◽  
Vol 129 (43) ◽  
pp. 13321-13326 ◽  
Author(s):  
Hélène Lebel ◽  
Chehla Ladjel ◽  
Lise Bréthous
Keyword(s):  
Cross Coupling ◽  
Coupling Reactions ◽  
One Pot ◽  
Cross Coupling Reactions ◽  
Palladium Catalyzed

One-Pot Conversion of Aldehydes and Ketones into 1-Substituted and 1,4-Disubstituted 1,3-Enynes

Synthesis ◽  
2018 ◽  
Vol 50 (17) ◽  
pp. 3307-3321 ◽  
Author(s):  
Jorge Cabezas ◽  
Rebeca Poveda ◽  
José Brenes
Keyword(s):  
Thionyl Chloride ◽  
Cross Coupling ◽  
Sequential Treatment ◽  
Coupling Reactions ◽  
One Pot ◽  
Cross Coupling Reactions ◽  
Tosyl Chloride ◽  
Aldehydes And Ketones ◽  
Palladium Catalyzed

Sequential treatment of 2,3-dichloropropene with magnesium and n-BuLi generates the operational equivalent of 1,3-dilithiopropyne, which upon treatment with aldehydes or ketones, produces the corresponding alkoxy lithium acetylide intermediates. Reaction of this alkoxide with tosyl chloride, and t-BuLi produces 1-substituted, or 1,1-disubstituted 1,3-enynes in a one-pot reaction. When this lithium acetylide intermediates, obtained by this procedure, were used to perform palladium-catalyzed cross-coupling reactions, followed by addition of thionyl chloride and pyridine, 1,4-disubstituted or 1,1,4-trisubstituted 1,3-enynes were obtained in a one-pot protocol.

Consecutive Palladium Catalyzed Reactions in One-Pot Reactions

2020 ◽  
Vol 17 (5) ◽  
pp. 559-569
Author(s):  
Ingrid Caroline Vaaland ◽  
Magne Olav Sydnes
Keyword(s):  
Cross Coupling ◽  
Coupling Reactions ◽  
Homogeneous Reaction ◽  
Reaction Conditions ◽  
One Pot ◽  
Cross Coupling Reactions ◽  
Palladium Catalyzed ◽  
Catalyzed Reactions

Combining palladium catalyzed reactions in one-pot reactions represents an efficient and economical use of catalyst. The Suzuki-Miyaura cross-coupling has been proven to be a reaction which can be combined with other palladium catalyzed reactions in the same pot. This mini-review will highlight some of the latest examples where Suzuki-Miyaura cross-coupling reactions have been combined with other palladium catalyzed reactions in one-pot reaction. Predominantly, examples with homogeneous reaction conditions will be discussed in addition to a few examples from the authors where Pd/C have been used as a catalyst.

One-pot Synthesis of Dibenzofurans via SNAr and Subsequent Ligand-free Palladium-catalyzed Intramolecular Aryl-aryl Cross-coupling Reactions under Microwave Irradiation

2011 ◽  
Vol 66 (8) ◽  
pp. 833-836
Author(s):  
Zhiping Che ◽  
Hui Xu
Keyword(s):  
Microwave Irradiation ◽  
Cross Coupling ◽  
Aryl Halides ◽  
Coupling Reactions ◽  
One Pot ◽  
One Pot Synthesis ◽  
Cross Coupling Reactions ◽  
Ligand Free ◽  
Palladium Catalyzed ◽  
Snar Reaction

An efficient one-pot synthesis of dibenzofurans, via SNAr reaction of aryl halides and ortho-bromophenols in the presence of anhydrous K2CO3 and subsequent ligand-free palladium-catalyzed intramolecular aryl-aryl cross-coupling cyclization under microwave irradiation, is described.

Efficient Access to Original 6-Substituted 5-Nitro-2,3-dihydro­imidazo[2,1-b]oxazoles

Synthesis ◽  
2017 ◽  
Vol 49 (12) ◽  
pp. 2775-2785 ◽  
Author(s):  
Fanny Mathias ◽  
Youssef Kabri ◽  
Maxime Crozet ◽  
Patrice Vanelle
Keyword(s):  
Intramolecular Cyclization ◽  
Bromine Atom ◽  
Cross Coupling ◽  
Sonogashira Reaction ◽  
Coupling Reactions ◽  
One Pot ◽  
Cross Coupling Reactions ◽  
Efficient Access ◽  
Palladium Catalyzed ◽  
Hydroxyethyl Group

A one-pot sequential intramolecular cyclization and Suzuki–Miyaura or Sonogashira reaction under microwave irradiation are reported in the 5-nitro-2,3-dihydroimidazo[2,1-b]oxazole series. The intramolecular cyclization of 1-(2,4-dibromo-5-nitro-1H-imidazol-1-yl)propan-2-ol between the hydroxyethyl group and the bromine atom at the 2-position is carried out first, followed by optimization and generalization of the Suzuki–Miyaura and Sonogashira cross-coupling reactions of the bromine atom at the 4-position. The various boronic acids and alkynyl derivatives used to perform these palladium-catalyzed cross-coupling reactions allowed to substitute the 6-position of 5-nitro-2,3-dihydroimidazo[2,1-b]oxazole compounds.

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