- Synthesis of biaryls by Pd-catalyzed decarboxylative homo- and heterocoupling of substituted benzoic acids
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By carefully choosing the right substrate ratio, catalyst combination, and base, symmetrical and unsymmetrical biaryls can be readily synthesized through the Pd-catalyzed decarboxylative homo- and heterocoupling of substituted benzoic acids. The reaction gave the desired products in 40-90% yield and is compatible with 2-nitro-, 2-methoxy-, 2-fluoro-, and 2-chloro-substituted benzoic acids. With the correct substrate ratio, catalyst combination, and base, symmetrical and unsymmetrical biaryls can be readily synthesized through the Pd-catalyzed decarboxylative homo- and heterocoupling of substituted benzoic acids.
- Xie, Kai,Wang, Sizhuo,Yang, Zhiyong,Liu, Jidan,Wang, Anwei,Li, Xiujian,Tan, Ze,Guo, Can-Cheng,Deng, Wei
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supporting information; experimental part
p. 5787 - 5790
(2011/11/06)
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- Synthesis of 2-nitro- and 2,2′-dinitrobiphenyls by means of the suzuki cross-coupling reaction
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Mechanistic investigations and protocols for the synthesis of 2-nitrobiphenyls and 2,2′-dinitrobiphenyls are disclosed. It is revealed that obstacles appear during the transmetalation step when the phenylboronic acid is substituted with a nitro group in the 2-position, whereas when substituted in the 3- or 4-positions, the reaction follows similar patterns as found in the electrophilic substitution of nitrobenzenes, an observation that may be attributed to the elimination step of the catalytic cycle.
- Gonzalez, Raquel Rodriguez,Liguori, Lucia,Carrillo, Alberto Martinez,Bjorsvik, Hans-Rene
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p. 9591 - 9594
(2007/10/03)
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- A simple and efficient synthesis of 2,- 3-, or 4-(2-nitrophenyl)pyridine derivatives via palladium catalyzed ullmann cross-coupling reaction
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The Ullmann cross-coupling reaction of halopyridines with 2-bromonitirobenzenes was successffully catalyzed by low valent palladium [Pd(PPh3)4, PdCl2(PPh3)2, PdCl2] to afford (2-nitrophenyl)pyridine derivatives in good to excellent yield.
- Shimizu, Noboru,Kitamura, Takahiro,Watanabe, Koichiro,Yamaguchi, Takashi,Shigyo, Hiromichi,Ohta, Tomio
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p. 3421 - 3424
(2007/10/02)
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