Phosphine-Free Palladium Acetate Catalyzed Suzuki Reaction in Water

2005 ◽  
Vol 70 (15) ◽  
pp. 6122-6125 ◽  
Author(s):  
Leifang Liu ◽  
Yuhong Zhang ◽  
Yanguang Wang
ChemInform ◽  
2005 ◽  
Vol 36 (50) ◽  
Author(s):  
Leifang Liu ◽  
Yuhong Zhang ◽  
Yanguang Wang

2005 ◽  
Vol 70 (23) ◽  
pp. 9666-9666 ◽  
Author(s):  
Leifang Liu ◽  
Yuhong Zhang ◽  
Yanguang Wang

2004 ◽  
Vol 82 (2) ◽  
pp. 206-214 ◽  
Author(s):  
Richard W Friesen ◽  
Laird A Trimble

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 ◽  
2015 ◽  
Vol 46 (22) ◽  
pp. no-no
Author(s):  
Chun Liu ◽  
Shao-Ke Zhang ◽  
Yi-Xia Zhang ◽  
Zi-Lin Jin

ChemInform ◽  
2012 ◽  
Vol 43 (29) ◽  
pp. no-no
Author(s):  
Peipei Zhou ◽  
Huanhuan Wang ◽  
Jiazhi Yang ◽  
Jian Tang ◽  
Dongping Sun ◽  
...  

2010 ◽  
Vol 25 (3) ◽  
pp. 168-172 ◽  
Author(s):  
Ning Liu ◽  
Chun Liu ◽  
Bo Yan ◽  
Zilin Jin

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