27760-49-2Relevant academic research and scientific papers
Rhodium(III)-Catalyzed Direct C-H Arylation of Various Acyclic Enamides with Arylsilanes
Li, Xiaolan,Sun, Kai,Shen, Wenjuan,Zhang, Yong,Lu, Ming-Zhu,Luo, Xuzhong,Luo, Haiqing
supporting information, p. 31 - 36 (2021/01/09)
The stereoselective β-C(sp2)-H arylation of various acyclic enamides with arylsilanes via Rh(III)-catalyzed cross-coupling reaction was illustrated. The methodology was characterized by extraordinary efficacy and stereoselectivity, a wide scope of substrates, good functional group tolerance, and the adoption of environmentally friendly arylsilanes. The utility of this present method was evidenced by the gram-scale synthesis and further elaboration of the product. In addition, Rh(III)-catalyzed C-H activation is considered to be the critical step in the reaction mechanism.
Rhodium(iii)-catalyzed asymmetric [4+1] spiroannulations of: O -pivaloyl oximes with α-diazo compounds
Chang, Junbiao,Deng, Wei-Qiao,Kong, Lingheng,Li, Xingwei,Liu, Bingxian,Sun, Lincong,Wang, Fen,Zhao, Yanlian
supporting information, p. 8268 - 8271 (2021/08/25)
Chiral RhIII catalysts can catalyze the asymmetric [4+1] spiroannulation of O-pivaloyl oximes with α-diazo homophthalimides under redox-neutral and acid/base-neutral conditions, leading to formation of chiral spirocyclic imines as a result of C-H activation and N-O cleavage. The reaction proceeded with high efficiency and features broad substrate scope, mild reaction conditions, and high to excellent enantioselectivities. This journal is
Merging alkenyl C-H activation with the ring-opening of 1,2-oxazetidines: Ruthenium-catalyzed aminomethylation of enamides
Hu, Lu-Min,Hu, Xu-Hong,Li, Song,Ma, Xue-Qing,Shan, Qi-Chao
supporting information, p. 7969 - 7972 (2020/09/09)
1,2-Oxazetidines have been utilized as formaldimine precursors for the direct aminomethylation of enamides under a Ru(ii) species. By merging alkenyl C-H activation with ring-opening of 1,2-oxazetidines, this efficient protocol provides a facile and novel
Copper-Catalyzed Three-Component Domino Cyclization for the Synthesis of 4-Aryl-5-(arythio)-2-(trifluoromethyl)oxazoles
Xiao, Fuhong,Yuan, Shanshan,Huang, Huawen,Zhang, Feng,Deng, Guo-Jun
supporting information, p. 8533 - 8536 (2019/10/17)
A copper-catalyzed oxidative cyclization of oxime, arylthiol, and trifluoroacetic anhydride for the construction of trisubstituted oxazoles has been developed. This transformation combines N-O bond cleavage, C-H functionalization, and intramolecular annulation, providing a practical protocol for the introduction of a trifluoromethyl (-CF3) group at oxazole rings.
Synthesis of Air- and Moisture-Stable, Storable Chiral Oxorhenium Complexes and Their Application as Catalysts for the Enantioselective Imine Reduction
Das, Braja Gopal,Nallagonda, Rajender,Dey, Dhananjay,Ghorai, Prasanta
supporting information, p. 12601 - 12605 (2015/09/01)
Air-/moisture-stable, crystalline, and storable chiral salicyloxazoline based oxorhenium(V) complexes have been synthesized and their catalytic application for the asymmetric reduction of ketimines using hydrosilane as hydride source is disclosed. A broad substrate scope, high yields, and excellent enantioselectivities (up to 99 %) are attained. Furthermore, the syntheses of enantiopure α-amino esters, γ- and δ-lactams, and isoindolinones have also been carried out using this methodology. Finally, the method has been applied to synthetic targets of pharmaceutical relevance, such as R-(+)-salsolidine and R-(+)-crispine A.
Direct catalytic enantio- and diastereoselective Mannich reaction of isocyanoacetates and ketimines
Ortin, Irene,Dixon, Darren J.
supporting information, p. 3462 - 3465 (2014/04/03)
A catalytic asymmetric synthesis of imidazolines with a fully substituted β-carbon atom by a Mannich-type addition/cyclization reaction of isocyanoacetate pronucleophiles and N-diphenylphosphinoyl ketimines has been developed. When a combination of a cinchona-derived aminophosphine precatalyst and silver oxide was employed as a binary catalyst system, good reactivity, high diastereoselectivities (up to 99:1 d.r.), and excellent enantioselectivities (up to 99 % ee) were obtained for a range of substrates. Binary catalyst system: A catalytic asymmetric synthesis of imidazolines with a fully substituted β-carbon atom through a Mannich-type addition/cyclization reaction of isocyanoacetate pronucleophiles and N-diphenylphosphinoyl ketimines has been developed. By employing a cinchona-derived aminophosphine precatalyst and silver oxide as a binary catalyst system, good reactivity and high diastereo- and enantioselectivities were obtained.
Rhodium(III)-catalyzed synthesis of isoquinolines from aryl ketone o -acyloxime derivatives and internal alkynes
Too, Pei Chui,Wang, Yi-Feng,Chiba, Shunsuke
supporting information; experimental part, p. 5688 - 5691 (2011/03/23)
A synthetic method of isoquinolines from aryl ketone O-acyloxime derivatives and internal alkynes has been developed using [Cp*RhCl 2]2 - NaOAc as the potential catalyst system. The present transformation is carried out by a redox-neutral sequence of C - H vinylation via ortho-rhodation and C - N bond formation of the putative vinyl rhodium intermediate on the oxime nitrogen, where the N - O bond of oxime derivatives could work as an internal oxidant to maintain the catalytic cycle.
TRIAZOLYL AMINOPYRIMIDINE COMPOUNDS
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Page/Page column 10, (2009/01/20)
The present invention provides triazolyl aminopyrimidine compounds useful in the treatment of cancer.
Solid-phase synthesis of oximes
Hajipour,Mohammadpoor-Baltork,Nikbaghat,Imanzadeh
, p. 1697 - 1701 (2007/10/03)
In an extremely fast, high efficient and novel method, the reaction of hydroxylamine hydrochloride with a number of aldehydes and ketones under solventless 'dry' condition gave oximes in quantitative yield.
A High-Yield Regiospecific Synthesis of Keto Oximes from Aryl-Conjugated Ethylenes and Ethyl Nitrite in the Presence of Cobalt Complex and BH4- Ion
Okamoto, Tadashi,Kobayashi, Kenji,Oka, Shinzaburo,Tanimoto, Shigeo
, p. 4897 - 4901 (2007/10/02)
The title reaction of substituted styrenes, 1-phenyl-1,3-butadiene, and some cyclic aryl-conjugated ethylenes proceeds smoothly at room temperature, affording the corresponding oximes in moderate to nearly quantitative yields.The reaction mechanism is discussed on the basis of the formation of an alkylcobalt intermediate and its subsequent reaction with ethyl nitrite.
