Heteroaryl Ethers by Oxidative Palladium Catalysis of Pyridotriazol-1-yloxy Pyrimidines with Arylboronic Acids

2009 ◽  
Vol 11 (12) ◽  
pp. 2511-2514 ◽  
Author(s):  
Sujata Bardhan ◽  
Sumrit Wacharasindhu ◽  
Zhao-Kui Wan ◽  
Tarek S. Mansour
Keyword(s):  
Palladium Catalysis ◽  
Arylboronic Acids

Comparison of the Suzuki cross-coupling reactions of 4,7-dichloroquinoline and 7-chloro-4-iodoquinoline with arylboronic acids using phosphine-free palladium catalysis in water

2004 ◽  
Vol 82 (2) ◽  
pp. 206-214 ◽  
Author(s):  
Richard W Friesen ◽  
Laird A Trimble
Keyword(s):  
Phenylboronic Acid ◽  
Palladium Catalysis ◽  
Suzuki Reaction ◽  
Tetrabutylammonium Bromide ◽  
Cross Coupling ◽  
Palladium Acetate ◽  
Coupling Reactions ◽  
Reaction Conditions ◽  
Arylboronic Acids ◽  
Cross Coupling Reactions

4,7-Dichloroquinoline (1a) and 7-chloro-4-iodoquinoline (1b) undergo Suzuki cross-coupling reactions with arylboronic acids catalyzed by phosphine-free palladium acetate in boiling water. Using phenylboronic acid (2), the reaction of 1a provides 7-chloro-4-phenylquinoline (3) (78%) together with diphenylquinoline (4) (12%), while 1b reacts in a much more regioselective fashion and provides 3 in 98% isolated yield. Although 1b undergoes a more regioselective Suzuki reaction than 1a, additional important observations are that the overall reaction of 1b with 2 is three times slower than 1a and that the reaction occurs in the absence of tetrabutylammonium bromide. Using optimized reaction conditions, a variety of aryl and vinylboronic acids undergo regioselective Suzuki cross-coupling with 1b to provide the products 7, 10, and 11 in good to excellent yield.Key words: palladium, cross-coupling, regioselectivity, quinolines, boronic acids.

ChemInform Abstract: Oxidative Biaryl Coupling of Thiophenes and Thiazoles with Arylboronic Acids Through Palladium Catalysis: Otherwise Difficult C4-Selective C-H Arylation Enabled by Boronic Acids.

ChemInform ◽  
2011 ◽  
Vol 42 (24) ◽  
pp. no-no
Author(s):  
Sylvia Kirchberg ◽  
Satoshi Tani ◽  
Kirika Ueda ◽  
Junichiro Yamaguchi ◽  
Armido Studer ◽  
...  
Keyword(s):  
Palladium Catalysis ◽  
Boronic Acids ◽  
Arylboronic Acids ◽  
Biaryl Coupling

Oxidative Heck Reaction of Fluorinated Olefins with Arylboronic Acids by Palladium Catalysis

2015 ◽  
Vol 2015 (20) ◽  
pp. 4340-4343 ◽  
Author(s):  
Yang Li ◽  
Dong-Huai Tu ◽  
Yu-Jie Gu ◽  
Bo Wang ◽  
Yao-Yu Wang ◽  
...  
Keyword(s):  
Heck Reaction ◽  
Palladium Catalysis ◽  
Arylboronic Acids

ChemInform Abstract: Oxidative Heck Reaction of Fluorinated Olefins with Arylboronic Acids by Palladium Catalysis.

ChemInform ◽  
2015 ◽  
Vol 46 (47) ◽  
pp. no-no
Author(s):  
Yang Li ◽  
Dong-Huai Tu ◽  
Yu-Jie Gu ◽  
Bo Wang ◽  
Yao-Yu Wang ◽  
...  
Keyword(s):  
Heck Reaction ◽  
Palladium Catalysis ◽  
Arylboronic Acids

ChemInform Abstract: Heteroaryl Ethers by Oxidative Palladium Catalysis of Pyridotriazol-1-yloxy Pyrimidines with Arylboronic Acids.

ChemInform ◽  
2009 ◽  
Vol 40 (45) ◽  
Author(s):  
Sujata Bardhan ◽  
Sumrit Wacharasindhu ◽  
Zhao-Kui Wan ◽  
Tarek S. Mansour
Keyword(s):  
Palladium Catalysis ◽  
Arylboronic Acids

scholarly journals Suzuki–Miyaura coupling of arylboronic acids to gold(iii)

2015 ◽  
Vol 6 (2) ◽  
pp. 981-986 ◽  
Author(s):  
Ayan Maity ◽  
Amanda N. Sulicz ◽  
Nihal Deligonul ◽  
Matthias Zeller ◽  
Allen D. Hunter ◽  
...  
Keyword(s):  
Functional Groups ◽  
Palladium Catalysis ◽  
Arylboronic Acids ◽  
Wide Range

Cyclometalated gold(iii) aryls are prepared through palladium catalysis. Mono- and diarylation are demonstrated. A wide range of functional groups is tolerated.

Sign in / Sign up

Export Citation Format

Share Document