Pd-catalyzed direct arylation of phenylpyrazole: Synthesis of fipronil derivatives with aryl boronic acids promoted by a stoichiometric amount of NIS

2012 ◽  
Vol 137 ◽  
pp. 44-49 ◽  
Author(s):  
Ting Lv ◽  
Xiao-Hong Zhang ◽  
Jiang-Sheng Han ◽  
Ping Zhong
Keyword(s):  
Boronic Acids ◽  
Direct Arylation ◽  
Stoichiometric Amount

ChemInform Abstract: Direct Arylation of Benzothiazoles and Benzoxazoles with Aryl Boronic Acids.

ChemInform ◽  
2011 ◽  
Vol 42 (21) ◽  
pp. no-no
Author(s):  
Sadananda Ranjit ◽  
Xiaogang Liu
Keyword(s):  
Boronic Acids ◽  
Direct Arylation

Palladium(ii)-catalyzed meta-selective direct arylation of O-β-naphthyl carbamate

2015 ◽  
Vol 51 (7) ◽  
pp. 1297-1300 ◽  
Author(s):  
Jingchang Zhang ◽  
Qingwen Liu ◽  
Xufei Liu ◽  
Suoqin Zhang ◽  
Pingping Jiang ◽  
...  
Keyword(s):  
Boronic Acids ◽  
Direct Arylation

meta-Direct arylation of O-β-naphthyl carbamate with aryl boronic acids has been accomplished unprecedentedly in an ortho-carbometallation/meta-direct arylation mechanism.

scholarly journals Cu-Catalyzed Arylation of Bromo-Difluoro-Acetamides by Aryl Boronic Acids, Aryl Trialkoxysilanes and Dimethyl-Aryl-Sulfonium Salts: New Entries to Aromatic Amides

Molecules ◽  
2021 ◽  
Vol 26 (10) ◽  
pp. 2957
Author(s):  
Satenik Mkrtchyan ◽  
Michał Jakubczyk ◽  
Suneel Lanka ◽  
Michael Pittelkow ◽  
Viktor O. Iaroshenko
Keyword(s):  
Boronic Acids ◽  
Synthetic Methodology ◽  
Sulfonium Salts ◽  
Direct Arylation ◽  
Guided Discovery ◽  
Electronic Nature ◽  
Wide Range ◽  
Tertiary Amides

We describe a mechanism-guided discovery of a synthetic methodology that enables the preparation of aromatic amides from 2-bromo-2,2-difluoroacetamides utilizing a copper-catalyzed direct arylation. Readily available and structurally simple aryl precursors such as aryl boronic acids, aryl trialkoxysilanes and dimethyl-aryl-sulfonium salts were used as the source for the aryl substituents. The scope of the reactions was tested, and the reactions were insensitive to the electronic nature of the aryl groups, as both electron-rich and electron-deficient aryls were successfully introduced. A wide range of 2-bromo-2,2-difluoroacetamides as either aliphatic or aromatic secondary or tertiary amides were also reactive under the developed conditions. The described synthetic protocols displayed excellent efficiency and were successfully utilized for the expeditious preparation of diverse aromatic amides in good-to-excellent yields. The reactions were scaled up to gram quantities.

Palladium-Catalyzed Direct Arylation of (Hetero)Arenes with Aryl Boronic Acids

2008 ◽  
Vol 120 (8) ◽  
pp. 1495-1498 ◽  
Author(s):  
Shang-Dong Yang ◽  
Chang-Liang Sun ◽  
Zhao Fang ◽  
Bi-Jie Li ◽  
Yi-Zhou Li ◽  
...  
Keyword(s):  
Boronic Acids ◽  
Direct Arylation ◽  
Palladium Catalyzed

Palladium-Catalyzed Direct Arylation of (Hetero)Arenes with Aryl Boronic Acids

2008 ◽  
Vol 47 (8) ◽  
pp. 1473-1476 ◽  
Author(s):  
Shang-Dong Yang ◽  
Chang-Liang Sun ◽  
Zhao Fang ◽  
Bi-Jie Li ◽  
Yi-Zhou Li ◽  
...  
Keyword(s):  
Boronic Acids ◽  
Direct Arylation ◽  
Palladium Catalyzed

Direct Arylation of Benzothiazoles and Benzoxazoles with Aryl Boronic Acids

2011 ◽  
Vol 17 (4) ◽  
pp. 1105-1108 ◽  
Author(s):  
Sadananda Ranjit ◽  
Xiaogang Liu
Keyword(s):  
Boronic Acids ◽  
Direct Arylation

scholarly journals Direct arylation and Suzuki-Miyaura coupling of imidazo[1,2-a]pyridines catalyzed by (SIPr)Pd(allyl)Cl complex under microwave-irradiation

2019 ◽  
Vol 9 (5) ◽  
pp. 347-354
Author(s):  
Abdelmoula El Abbouchi ◽  
Jamal Koubachi ◽  
Nabil El Brahmi ◽  
Said El Kazzouli
Keyword(s):  
Microwave Irradiation ◽  
Coupling Reaction ◽  
Boronic Acids ◽  
Aryl Halides ◽  
Reaction Conditions ◽  
Direct Arylation ◽  
Imidazole Derivatives ◽  
Microwave Assisted ◽  
Imidazole Compounds

A short and practical arylation of imidazo[1,2-a]pyridine and imidazole derivatives with aryl halides or aryl boronic acids as coupling partners was successfully carried out using phosphine-free (SIPr)Pd(allyl)Cl as the catalyst [SIPr: (N,N’-bis(2,6-diisopropylphenyl)-4,5-dihydroimidazol-2-ylidene)] ((SIPr)Pd(allyl)Cl complex). 3,6-disubstituted imidazo[1,2-a]pyridine and 5-substituted imidazole compounds were obtained in good to excellent yields in only 1h under microwave-assisted C-H arylation and Suzuki-Miyaura coupling reaction conditions.

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