Synthesis of Substituted Stilbenes via Direct Decarboxylative Coupling of Cinnamic Acids with Arylboronic Acids under Palladium Catalysis

2010 ◽  
Vol 39 (1) ◽  
pp. 68-69 ◽  
Author(s):  
Mana Yamashita ◽  
Koji Hirano ◽  
Tetsuya Satoh ◽  
Masahiro Miura
2010 ◽  
Vol 12 (3) ◽  
pp. 592-595 ◽  
Author(s):  
Mana Yamashita ◽  
Koji Hirano ◽  
Tetsuya Satoh ◽  
Masahiro Miura

ChemInform ◽  
2010 ◽  
Vol 41 (22) ◽  
pp. no-no
Author(s):  
Mana Yamashita ◽  
Koji Hirano ◽  
Tetsuya Satoh ◽  
Masahiro Miura

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.


RSC Advances ◽  
2016 ◽  
Vol 6 (76) ◽  
pp. 72361-72365 ◽  
Author(s):  
Daoshan Yang ◽  
Mingyang Sun ◽  
Wei Wei ◽  
Jin Li ◽  
Pengfei Sun ◽  
...  

A copper-catalyzed decarboxylative coupling of cinnamic acids with N-fluorobenzenesulfonimide (NFSI), to give the substituted (E)-amination products stereospecifically, has been realized.


ChemInform ◽  
2011 ◽  
Vol 42 (24) ◽  
pp. no-no
Author(s):  
Sylvia Kirchberg ◽  
Satoshi Tani ◽  
Kirika Ueda ◽  
Junichiro Yamaguchi ◽  
Armido Studer ◽  
...  

2011 ◽  
Vol 13 (22) ◽  
pp. 6114-6117 ◽  
Author(s):  
Wei Lu ◽  
Jiuxi Chen ◽  
Miaochang Liu ◽  
Jinchang Ding ◽  
Wenxia Gao ◽  
...  

Synlett ◽  
2016 ◽  
Vol 27 (19) ◽  
pp. 2695-2698 ◽  
Author(s):  
Wei Deng ◽  
Jiannan Xiang ◽  
Na Xue ◽  
Ruqing Guo ◽  
Xinman Tu ◽  
...  

ChemInform ◽  
2016 ◽  
Vol 47 (52) ◽  
Author(s):  
Tirumaleswararao Guntreddi ◽  
Rajeshwer Vanjari ◽  
Saurabh Kumar ◽  
Rahul Singh ◽  
Neetu Singh ◽  
...  

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