- Cationic Pd(II)/bipyridine-catalyzed conjugate addition of arylboronic acids to α,β-unsaturated carboxylic acids in aqueous media
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An in-situ generated cationic Pd(II)/bipyridine-catalyzed conjugate addition of arylboronic acids to α,β-unsaturated carboxylic acids in water was developed and optimized. For most substrates, nearly quantitative yields were given, and the products can be purified by simple washing without column chromatography. The reaction can be scaled up to 1.0 g easily with excellent yields. Also the loading of catalyst can be lowered to 1.0 mol% with modest yields, and the reaction provided a mild and easy way to synthesize β-disubstituted carboxylic acids.
- Ni, Yuxin,Song, Kaixuan,Shen, Kai,Yang, Zhenyu,Liu, Rui,Lin, Shaohui,Pan, Qinmin
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- Covalent organic framework supported Pd(II)-catalyzed conjugate additions of arylboronic acids to α,β-unsaturated carboxylic acids
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A palladium(II)-coordinated covalent organic framework (Pd(II)@COF) was mechanochemically synthesized from [2,2′-bipyridine]-5,5′-diamine (Bpy) and 1,3,5-triformylphloroglucinol (Tp), which was demonstrated as a catalyst for conjugate addition of arylboronic acids to unreactive α,β-unsaturated carboxylic acids in aqueous media (water/acetone = 1:1). Modest to good yields were obtained for most substrates, and studies on the catalyst recyclability showed that the heterogeneous catalyst gave >80% yields in the first 4 cycles. This research broadens the application of COFs supported catalysis and gave a new option for Pd(II)-catalysis.
- Wen, Min,Lu, Shujuan,Fan, Chaogang,Shen, Kai,Lin, Shaohui,Pan, Qinmin
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- p-Toluenesulfonic acid mediated hydroarylation of cinnamic acids with anisoles and phenols under metal and solvent-free conditions
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Hydroarylation of cinnamic acids with anisoles and phenols mediated by p-toluenesulfonic acid (p-TSA) under metal and solvent-free conditions gave 3-(4-methoxyphenyl)-3-phenylpropanoic acids and dihydrocoumarins, respectively, in high yields and excellent selectivity.
- Jagdale, Arun R.,Sudalai, Arumugam
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p. 4895 - 4898
(2008/02/08)
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