- Nickel-Catalyzed Cross-Electrophile Reductive Couplings of Neopentyl Bromides with Aryl Bromides
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5-Cyanoimidazole was identified as an inexpensive ligand for nickel-catalyzed cross-electrophile couplings by screening a diverse set of pharmaceutical compound library. A strategic screening approach led to the discovery of this novel ligand, which was successfully applied in the preparation of various alkylated arene products with good to high yields. Furthermore, the properties of this ligand allowed expanding the scope of reductive couplings to challenging substrates, such as sterically hindered neopentyl halides, which are known to generate motifs that are prevalent in biologically active molecules.
- Biswas, Soumik,Qu, Bo,Desrosiers, Jean-Nicolas,Choi, Younggi,Haddad, Nizar,Yee, Nathan K.,Song, Jinghua J.,Senanayake, Chris H.
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- Micelle enabled C(sp2)-C(sp3) cross-electrophile coupling in waterviasynergistic nickel and copper catalysis
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A robust and sustainable C(sp2)-C(sp3) cross-electrophile coupling was developedvianickel/copper synergistic catalysis under micellar conditions. This protocol provided a general method to access alkylated arenes with good to excellent yields on a very large scale.
- Ye, Ning,Wu, Bin,Zhao, Kangming,Ge, Xiaobin,Zheng, Yu,Shen, Xiaodong,Shi, Lei,Cortes-Clerget, Margery,Regnier, Morgan Louis,Parmentier, Michael,Gallou, Fabrice
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supporting information
p. 7629 - 7632
(2021/08/09)
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- Ligand-free nickel-catalyzed Kumada couplings of aryl bromides with tert-butyl Grignard reagents
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A ligand-free nickel-catalyzed Kumada cross-coupling of aryl bromides and tert-butyl Grignard reagents led to the formation of a series of tert-butyl aryls in moderate to good yields, excellent tBu/iBu ratios, and good functional group compatibility. A radical coupling process is indicated and a mechanism with a Ni(I)-Ni(III) catalytic cycle is proposed.
- Wu, Zhenghan,Si, Tengda,Xu, Guangqing,Xu, Bin,Tang, Wenjun
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supporting information
p. 597 - 600
(2019/01/05)
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- Benzo polyaza and phosphole oxygen ligand and complex containing same, preparation method and application
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The invention discloses a benzo polyaza and phosphole oxygen ligand and a complex containing same, a preparation method and application. The invention provides a benzo polyaza and phosphole oxygen ligand as shown in formula I and a complex containing same. A complex of the benzo polyaza and phosphole oxygen ligand and a transition metal halide enables direct coupling of carbon-carbon bonds betweenbig steric hindrance alkyl and aryl; the reaction conditions are gentle; the catalyzing efficiency is high; the coupling reaction process of the carbon-carbon bonds between big steric hindrance alkyland aryl can be extremely simplified; the practicability is high; the reaction cost can be obviously decreased, and the reaction period is reduced; the complex is free from other side products without being required in the catalyzing process. The formula refers to the description.
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Paragraph 0152; 0153; 0154; 0155; 0156
(2019/01/16)
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- An N-heterocyclic carbene-based nickel catalyst for the Kumada–Tamao–Corriu coupling of aryl bromides and tertiary alkyl Grignard reagents
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In this study, nickel-catalyzed coupling reactions between arylhalides and tert-alkyl Grignard reagents were developed. Our original bicyclic NHC ligands reduced the formation of isomerized products, and we found that NMP as a co-solvent suppressed the reduction process. Under the optimal conditions we developed, the catalyst loading was lowered to 0.5?mol?%, and catalyst loading using ortho-substituted aryl bromides was also applicable at the level of 2.0?mol?%.
- Ando, Shin,Mawatari, Mai,Matsunaga, Hirofumi,Ishizuka, Tadao
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supporting information
p. 3287 - 3290
(2016/07/11)
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- Palladium-catalyzed conversion of aryl and vinyl triflates to bromides and chlorides
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The palladium-catalyzed conversion of aryl and vinyl triflates to aryl and vinyl halides (bromides and chlorides) has been developed using dialkylbiaryl phosphine ligands. A variety of aryl, heteroaryl, and vinyl halides can be prepared via this method in
- Shen, Xiaoqiang,Hyde, Alan M.,Buchwald, Stephen L.
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supporting information; experimental part
p. 14076 - 14078
(2011/01/10)
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- Zn-mediated, Pd-catalyzed cross-couplings in water at room temperature without prior formation of organozinc reagents
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(Chemical Equation Presented) Mix in water, stir. That is all that is required in this new approach to sp3-sp2 cross-couplings between an alkyl iodide and an aryl bromide, both potentially bearing functionality. They react under cata
- Krasovskiy, Arkady,Duplais, Christophe,Lipshutz, Bruce H.
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supporting information; experimental part
p. 15592 - 15593
(2010/01/30)
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- CYCLOALKYLAMINO ACID DERIVATIVES
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The invention relates to compounds of formula I and to pharmaceutically acceptable salts, prodrugs, solvates or hydrates thereof; wherein B, D, E, R1, R2, R3, R4, R5, R8, m, n, p, q, r, s, t and u are as defined herein. This invention also relates to a method of using such compounds in the treatment of hyperproliferative diseases and autoimmune diseases in mammals, especially humans, and to pharmaceutical compositions containing such compounds.
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Page/Page column 33
(2008/06/13)
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