474352-92-6Relevant academic research and scientific papers
Synthesis of C2-symmetric bisphosphine ligands from tartaric acid, and their performance in the Pd-Catalyzed asymmetric o-allylation of a phenol
Dindaroglu, Mehmet,Akyol Dincer, Sema,Schmalz, Hans-Guenther
, p. 4315 - 4326 (2014/07/21)
Starting from tartaric acid derived chiral diols or dicarboxylic acid dichlorides with either a 2,2-dimethyl-1,3-dioxolane (Taddol) or a 2,3-dimethoxy-2,3-dimethyl-1,4-dioxane (Tatrol) core structure, and BH 3-protected ortho-phosphanyl phenols, a set of fourteen new C 2-symmetric diphosphine ligands was synthesized. In addition, three related ligands were obtained from ortho-diphenylphosphino-anilines. The fully characterized ligands were then tested in the Pd-catalyzed enantioselective O-allylation of 4-methoxyphenol using crotyl methyl carbonate as a reagent. In addition, a pseudo-intramolecular variant of the reaction, using crotyl 4-methoxyphenyl carbonate as a substrate, was studied. The so-called Trost ligand was used as a reference. Although the Trost ligand (3 mol-%) gave up to 84% ee, one of the new ligands showed higher activity (50% ee with 0.075 mol-%). Copyright
Alkoxylation reactions of aryl halides catalyzed by magnetic copper ferrite
Yang, Shuliang,Xie, Wenbing,Zhou, Hua,Wu, Cunqi,Yang, Yanqin,Niu, Jiajia,Yang, Wei,Xu, Jingwei
supporting information, p. 3415 - 3418 (2013/04/23)
Copper ferrite (CuFe2O4), which is easy-made, air-stable, low cost, easy separable, and regenerable, was applied as catalyst in an efficient method for C-O coupling reactions between various kinds of unactivated alkyl alcohols and aryl halides. This method only adopts 2.5% mol CuFe2O4 catalyst and selectively proceeds to C-O bond formation even sensitive substituents exist in the system.
Facile Pd(II)- and Ni(II)-catalyzed isomerization of terminal alkenes into 2-alkenes
Hwan, Jung Lim,Smith, Craig R.,RajanBabu
supporting information; experimental part, p. 4565 - 4572 (2009/10/02)
(Chemical Equation Presented) Mono- and 2,2′-disubstituted terminal alkenes can be isomerized into the more stable internal (Z)- and (E)-alkenes by treating them with catalytic amounts of [(allyl)PdCl]2 or [(allyl)NiBr]2, a triarylph
Copper-catalyzed formation of carbon-heteroatom and carbon-carbon bonds
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, (2015/03/06)
The present invention relates to copper-catalyzed carbon-heteroatom and carbon-carbon bond-forming methods. In certain embodiments, the present invention relates to copper-catalyzed methods of forming a carbon-nitrogen bond between the nitrogen atom of an amide or amine moiety and the activated carbon of an aryl, heteroaryl, or vinyl halide or sulfonate. In additional embodiments, the present invention relates to copper-catalyzed methods of forming a carbon-nitrogen bond between a nitrogen atom of an acyl hydrazine and the activated carbon of an aryl, heteroaryl, or vinyl halide or sulfonate. In other embodiments, the present invention relates to copper-catalyzed methods of forming a carbon-nitrogen bond between the nitrogen atom of a nitrogen-containing heteroaromatic, e.g., indole, pyrazole, and indazole, and the activated carbon of an aryl, heteroaryl, or vinyl halide or sulfonate. In certain embodiments, the present invention relates to copper-catalyzed methods of forming a carbon-oxygen bond between the oxygen atom of an alcohol and the activated carbon of an aryl, heteroaryl, or vinyl halide or sulfonate. The present invention also relates to copper-catalyzed methods of forming a carbon-carbon bond between a reactant comprising a nucleophilic carbon atom, e.g., an enolate or malonate anion, and the activated carbon of an aryl, heteroaryl, or vinyl halide or sulfonate. Importantly, all the methods of the present invention are relatively inexpensive to practice due to the low cost of the copper comprised by the catalysts.
Copper-catalyzed coupling of aryl iodides with aliphatic alcohols.
Wolter, Martina,Nordmann, Gero,Job, Gabriel E,Buchwald, Stephen L
, p. 973 - 976 (2007/10/03)
[reaction: see text] A simple and mild method for the coupling of aryl iodides and aliphatic alcohols that does not require the use of alkoxide bases is described. The reactions can be performed in neat alcohol. For more precious alcohols, the etherificat
Convenient Synthesis of 1-Butyl-2,3,5-trioxygenated Benzenes: Synthesis of the Di-O-methyl Ether of the Aglycone of Cesternoside A
Mali, Raghao S.,Garkhedkar, Milind P.,Sindkhedkar, Milind D.,Dhavale, Dilip D.
, p. 342 - 343 (2007/10/03)
The synthesis of the di-O-methyl ether of the aglycone of cesternoside A (3 = 10a), 2-iso-butyl-4,6-dimethoxyphenol (10b) and 2-sec- and 2-iso-butyl-4-methoxyphenols (10c and 10d) is described from the corresponding phenols (7a and 7b) via the intermediac
