- Exploration of Biaryl Carboxylic Acids as Proton Shuttles for the Selective Functionalization of Indole C-H Bonds
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A survey of diversely substituted 2-arylbenzoic acids were synthesized and tested for use as proton shuttle in the direct arylation of indoles with bromobenzenes. It was found that 3-ethoxy-2-phenylbenzoic acid gives superior yield and selectivity for this class of substrates.
- Pi, Jing-Jing,Lu, Xiao-Yu,Liu, Jing-Hui,Lu, Xi,Xiao, Bin,Fu, Yao,Guimond, Nicolas
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p. 5791 - 5800
(2018/05/14)
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- Room-temperature cobalt-catalyzed arylation of aromatic acids: overriding the ortho-selectivity via the oxidative assembly of carboxylate and aryl titanate reagents using oxygen
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A room temperature phosphine or NHC ligand-free cobalt-catalyzed arylation of (hetero)aromatic acids has been developed. It involves an oxidative cross-coupling between carboxylate and aryl titanate reagents using oxygen as an oxidant, and the arylation at the position ortho, meta and para to the carboxylic acid group could all be achieved. As application, various (hetero)aromatic acids including xenalipin, tafamidis and the key intermediate for a cardioprotective compound have been efficiently synthesized.
- Liu, Kun-Ming,Zhang, Rui,Duan, Xin-Fang
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supporting information
p. 1593 - 1598
(2016/02/09)
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- General and practical carboxyl-group-directed remote C-H oxygenation reactions of arenes
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Two methods for remote aromatic C-H oxygenation reactions, have been developed. Method1, the Cu-catalyzed oxygenation reaction, is highly efficient for cyclization of electron-neutral and electron-rich biaryl carboxylic acids into 3,4-benzocoumarins. Method2, the K2S2O 8-mediated oxygenation reaction, is more general and practical for cyclization of substrates with electron-donating and -withdrawing groups (see scheme). Copyright
- Wang, Yang,Gulevich, Anton V.,Gevorgyan, Vladimir
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p. 15836 - 15840
(2014/04/03)
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- Synthesis of Substituted Fluorenones and Substituted 3',3'-Dichlorospiro and Their Reactivities
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Several novel 9-fluorenones were synthesized and were used as precursors in an attempt to prepare unique substituted 3',3'-dichlorospiro.Several of the thiiranes were unstable and desulfurized during their preparation (7a-d, 11, 12). 3',3'-Dichloro(2,5-dimethoxyspiro (7f) was prepared along with 2,2-dichloro-3,3-bis(4-methoxyphenyl)thiirane (16), and 3',3'-dichloro-10,11-dihydrospirocycloheptane-5,2'-thiirane> (17) all of which were stable at room temperature.A study of the reactivity of fluorenyl-substituted thiiranes and other related thiiranes showed that the extent of aromaticity of the substituents at the 3-position of the thiiranes influences their stabilities.
- Chew, Warren,Hynes, Rosemary C.,Harpp, David N.
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p. 4398 - 4404
(2007/10/02)
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