- Oxalohydrazide Ligands for Copper-Catalyzed C?O Coupling Reactions with High Turnover Numbers
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Here, we report a class of ligands based on oxalohydrazide cores and N-amino pyrrole and N-amino indole units that generates long-lived copper catalysts for couplings that form the C?O bonds in biaryl ethers. These Cu-catalyzed coupling of phenols with aryl bromides occurred with turnovers up to 8000, a value which is nearly two orders of magnitude higher than those of prior couplings to form biaryl ethers and nearly an order of magnitude higher than those of any prior copper-catalyzed coupling of aryl bromides and chlorides. This ligand also led to copper systems that catalyze the coupling of aryl chlorides with phenols and the coupling of aryl bromides and iodides with primary benzylic and aliphatic alcohols. A wide variety of functional groups including nitriles, halides, ethers, ketones, amines, esters, amides, vinylarenes, alcohols and boronic acid esters were tolerated, and reactions occurred with aryl bromides in pharmaceutically related structures.
- Ray, Ritwika,Hartwig, John F.
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supporting information
p. 8203 - 8211
(2021/03/08)
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- Discovery of Pyrazine-Carboxamide-Diphenyl-Ethers as Novel Succinate Dehydrogenase Inhibitors via Fragment Recombination
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The discovery of novel succinate dehydrogenase inhibitors (SDHIs) has attracted great attention worldwide. Herein, a fragment recombination strategy was proposed to design new SDHIs by understanding the ligand-receptor interaction mechanism of SDHIs. Thre
- Li, Hua,Gao, Meng-Qi,Chen, Yan,Wang, Yu-Xia,Zhu, Xiao-Lei,Yang, Guang-Fu
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p. 14001 - 14008
(2020/11/27)
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- Transition-metal-free intramolecular carbene aromatic substitution/Büchner reaction: Synthesis of fluorenes and [6,5,7]benzo-fused rings
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Intramolecular aromatic substitution and Büchner reaction have been established as powerful methods for the construction of polycyclic compounds. These reactions are traditionally catalyzed by RhII catalysts with a-diazocarbonyl compounds as the substrates. Herein a transition-metal-free intramolecular aromatic substitution/Büchner reaction is presented. These reactions use readily available N-tosylhydrazones as the diazo compound precursors and show wide substrate scope.
- Liu, Zhenxing,Tan, Haocheng,Wang, Long,Fu, Tianren,Xia, Ying,Zhang, Yan,Wang, Jianbo
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supporting information
p. 3056 - 3060
(2015/03/30)
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- Direct observation of the oxidative addition of the aryl carbon-oxygen bond to a ruthenium complex and consideration of the relative reactivity between aryl carbon-oxygen and aryl carbon-hydrogen bonds
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When RuH2(CO)(PPh3)3 was reacted with 2,2-dimethyl-1-(2-p-tolylphenyl)propan-1-one (2), the ruthenium-aryloxy complex 3 was obtained in 76% yield. The structure of this complex was determined from 1H and 31P NMR
- Ueno, Satoshi,Mizushima, Eiichiro,Chatani, Naoto,Kakiuchi, Fumitoshi
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p. 16516 - 16517
(2007/10/03)
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