Palladium-Catalyzed Borylation of Ortho-Substituted Phenyl Halides and Application to the One-Pot Synthesis of 2,2‘-Disubstituted Biphenyls

2000 ◽  
Vol 65 (26) ◽  
pp. 9268-9271 ◽  
Author(s):  
Olivier Baudoin ◽  
Daniel Guénard ◽  
Françoise Guéritte
Keyword(s):  
One Pot ◽  
One Pot Synthesis ◽  
Palladium Catalyzed ◽  
The One

Palladium-Catalyzed Copper-Free Sonogashira Coupling of 2-Bromoarylcarbonyls: Synthesis of Isobenzofurans via One-Pot Reductive Cyclization

Synthesis ◽  
2017 ◽  
Vol 49 (23) ◽  
pp. 5149-5158
Author(s):  
Alavala Krishna Reddy ◽  
Gedu Satyanarayana
Keyword(s):  
Reductive Cyclization ◽  
Sonogashira Coupling ◽  
One Pot ◽  
One Pot Synthesis ◽  
Palladium Catalyzed ◽  
The One

Palladium-catalyzed copper-free Sonogashira coupling of 2-bromocarbonyls is presented. This method afforded the 2-alkynylaryl carbonyls, useful synthons for the accomplishment of many carbocyclic and heterocyclic motifs. Significantly, the strategy was extended to the one-pot synthesis of isobenzofurans via reduction followed by intramolecular 5-exo-dig cyclization.

scholarly journals One-Pot Synthesis of B-Aryl Carboranes with Sensitive Functional Groups Using Sequential Cobalt- and Palladium-Catalyzed Reactions

Catalysts ◽  
2020 ◽  
Vol 10 (11) ◽  
pp. 1348
Author(s):  
Sergey A. Anufriev ◽  
Akim V. Shmal’ko ◽  
Kyrill Yu. Suponitsky ◽  
Igor B. Sivaev
Keyword(s):  
Functional Groups ◽  
X Ray Diffraction ◽  
One Pot ◽  
One Pot Synthesis ◽  
Palladium Catalyzed ◽  
Catalyzed Reactions ◽  
The One ◽  
Solid State Structures ◽  
Derivatives Of

The simple and efficient method was developed for the one-pot synthesis of B-substituted aryl derivatives of ortho-carborane with functional groups sensitive to organolithium and organomagnesium reagents using 9-iodo-ortho-carborane and generated in situ organozinc compounds. The method proposed was used to prepare a series of 9-aryl-ortho-carboranes, including those containing nitrile and ester groups, 9-RC6H4-1,2-C2B10H11 (R = p-Me, p-NMe2, p-OCH2OMe, o-OMe, p-OMe, o-CN, p-CN, o-COOEt, m-COOEt, and p-COOEt). It was demonstrated that the same approach can be used for synthesis of diaryl derivatives of ortho-carborane 9,12-(RC6H4)2-1,2-C2B10H10 (R = H, p-Me). The solid-state structures of 9-RC6H4-1,2-C2B10H11 (R = p-NMe2, p-OCH2OMe, o-OMe, o-CN, p-CN, m-COOEt, and p-COOEt) and 9,12-(p-MeC6H4)2-1,2-C2B10H10 were determined by single crystal X-ray diffraction.

Combining Copper-Catalyzed Hydroboration with Palladium-Catalyzed Suzuki Coupling for the One-pot Synthesis of Arylallylamines under Micellar Conditions

2017 ◽  
Vol 359 (13) ◽  
pp. 2322-2328 ◽  
Author(s):  
Pedro A. Horn ◽  
Roger K. Braun ◽  
Victória G. Isoppo ◽  
Jessie S. da Costa ◽  
Diogo S. Lüdtke ◽  
...  
Keyword(s):  
Suzuki Coupling ◽  
One Pot ◽  
One Pot Synthesis ◽  
Palladium Catalyzed ◽  
The One

Convenient One-Pot Synthesis of 9H-Carbazoles by Microwave Irradiation Employing a Green Palladium-Based Nanocatalyst

Synthesis ◽  
2021 ◽  
Author(s):  
Darío C. Gerbino ◽  
H. Sebastián Steingruber ◽  
Pamela Mendioroz ◽  
María A. Volpe
Keyword(s):  
Microwave Irradiation ◽  
Direct Synthesis ◽  
Reaction Times ◽  
One Pot ◽  
One Pot Synthesis ◽  
Ligand Free ◽  
Palladium Catalyzed ◽  
Scalable Synthesis ◽  
The One ◽  
High Yields

AbstractAn efficient palladium-catalyzed tandem reaction for the one-pot synthesis of 9H-carbazoles under microwave irradiation is developed. This approach involves a sequential Buchwald–Hartwig amination and a direct arylation from affordable and inexpensive anilines and 1,2-dihaloarenes. For the development of this purpose, a novel and magnetically recoverable palladium nanocatalyst supported on a green biochar under ligand-free conditions is used. Compared to other existing palladium-based protocols, the present synthetic methodology shows a drastic reduction in reaction times and excellent compatibility with different functional groups allowing to obtain a small library of 9H-carbazoles in high yields and with good regioselectivity. This procedure represents the first example in the direct synthesis of carbazoles using a heterogeneous palladium nanocatalyst from commercial precursors. To examine the application of this protocol, a direct and scalable synthesis of the bioactive carbazole alkaloid clausenalene from commercially available starting materials is described.

Palladium-catalyzed C–P cross-coupling of allenic alcohols with H-phosphonates leading to 2-phosphinoyl-1,3-butadienes

2021 ◽  
Author(s):  
Shanshan Hu ◽  
Wenyu Sun ◽  
Junhong Chen ◽  
Sipei Li ◽  
Runmin Zhao ◽  
...  
Keyword(s):  
Cross Coupling ◽  
One Pot ◽  
One Pot Synthesis ◽  
Palladium Catalyzed ◽  
The One

The first regioselective palladium-catalyzed C–P cross-coupling of unprotected allenic alcohols with H-phosphonates for the one-pot synthesis of structurally diverse multisubstituted 2-phosphinoyl-1,3-butadienes was developed.

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