3274-53-1Relevant academic research and scientific papers
A Synthetic Methodology for Pyrroles from Nitrodienes
EL-Atawy, Mohamed A.,Ferretti, Francesco,Ragaini, Fabio
, p. 4818 - 4825 (2018/03/27)
Palladium complexes containing the ligand 4,7-dimethoxy-1,10-phenanthroline have been used to catalyze the reductive cyclization of nitrodienes using carbon monoxide as the reductant to give pyrroles. Carbon dioxide was the only stoichiometric byproduct of the reaction. The yields were good and the starting materials can be easily synthesized in two steps by a cross-aldol condensation reaction followed by a Henry reaction. Different substitution patterns are tolerated by this novel synthetic strategy.
Palladium-catalyzed selective formation of substituted pyrroles from alkene-tethered cyclic oxime esters
Okamoto, Kazuhiro,Oda, Tomohiro,Matsushita, Gaku,Shimbayashi, Takuya,Sasakura, Kohei,Ohe, Kouichi
, p. 218 - 231 (2019/04/27)
Isoxazol-5(4H)-ones were used as nitrene precursors for the selective formation of trisubstituted pyrroles by applying a palladium-catalyzed decarboxylative ring-reconstruction method. The use of bulky biaryl-type monophosphine ligands was effective for improving the selectivity. Deuterium-labeling experiments suggested a mechanism involving β-hydride elimination followed by reductive elimination from an aza-π-allyl intermediate.
Divergent Catalytic Approach from Cyclic Oxime Esters to Nitrogen-Containing Heterocycles with Group 9 Metal Catalysts
Shimbayashi, Takuya,Matsushita, Gaku,Nanya, Atsushi,Eguchi, Akira,Okamoto, Kazuhiro,Ohe, Kouichi
, p. 7773 - 7780 (2018/07/21)
We report the divergent catalytic transformation of alkene-tethered isoxazol-5(4H)-ones by using rhodium and cobalt catalysts to afford 2H-pyrroles (with Rh catalyst) and azabicyclic cyclopropanes (with Co catalyst). The rhodium-catalyzed 2H-pyrrole forma
Decarboxylative arylation of substituted pyrroles N -protected with 2-(trimethylsilyl)ethoxymethyl (SEM)
Figliola, Carlotta,Greening, Sarah M.,Lamont, Connor,Groves, Brandon R.,Thompson, Alison
, p. 534 - 542 (2018/06/07)
Palladium-catalyzed decarboxylative arylation is reported using pyrroles N-protected with the 2-(trimethylsilyl)ethoxymethyl (SEM) group and featuring 2-, 3-, and 4-substituents about the pyrrolic framework. In contrast to N-protected pyrroles previously
A Versatile Ru(II)-NNP Complex Catalyst for the Synthesis of Multisubstituted Pyrroles and Pyridines
Chai, Huining,Wang, Liandi,Liu, Tingting,Yu, Zhengkun
supporting information, p. 4936 - 4942 (2018/02/07)
A pincer-type Ru(II)-NNP complex bearing a pyrazolyl-(NH-PtBu2)-pyridine ligand was synthesized and structurally characterized by NMR, IR, elemental analysis, and X-ray single-crystal crystallographic determinations, which efficiently catalyzed the synthesis of multisubstituted pyrroles and pyridines by means of the reactions of secondary alcohols and β- or γ-amino alcohols through deoxygenation and selective C-N and C-C bond formation. The coupling reactions took place with 0.3 mol % catalyst loading and tolerated diverse functional groups. The present work provides an alternative method to construct highly active transition-metal complex catalysts from readily available ligands.
The method of manufacturing the same
-
Paragraph 0069-0070; 0074-0075, (2017/02/02)
PROBLEM TO BE SOLVED: To provide a method for producing a dimer which can obtain the dimer even in the absence of a specific transition metal such as Ir. SOLUTION: The method for producing a dimer comprises dimerizing an alcohol (1) (wherein R1and R2are each hydrogen or a monovalent hydrocarbon group) and an alcohol (2) (wherein R3and R4are each hydrogen or a monovalent hydrocarbon group) or a carbonyl compound (3) (wherein R3and R4are the same as defined above) in the presence of an alkali metal or an alkali metal base and in the absence of a transition metal. COPYRIGHT: (C)2011,JPOandINPIT
Method of manufacturing pyrrolecarboxylic
-
Paragraph 0048-0054; 0055-0057, (2016/11/09)
PROBLEM TO BE SOLVED: To provide a method obtainable of a pyrrole in a good yield. SOLUTION: As shown by chemical reaction formula (1) and chemical reaction formula (2), a β-amino alcohol is reacted with a carbonyl compound or an alcohol in the pres
Palladium-catalyzed aza-wittig-type condensation of isoxazol-5(4H)-ones with aldehydes
Okamoto, Kazuhiro,Shimbayashi, Takuya,Tamura, Eisuke,Ohe, Kouichi
, p. 1490 - 1494 (2014/03/21)
This paper describes the development of a palladium-catalyzed decarboxylative inter- and intramolecular condensation reaction of isoxazol-5(4 H)-ones with carbonyl compounds in the presence of PPh3, giving various 2-azabuta-1,3-dienes or pyrrol
The dual role of ruthenium and alkali base catalysts in enabling a conceptually new shortcut to N-unsubstituted pyrroles through unmasked α-amino aldehydes
Iida, Kazuki,Miura, Takashi,Ando, Junki,Saito, Susumu
supporting information, p. 1436 - 1439 (2013/06/26)
A virtually salt-free and straightforward bimolecular assembly giving N-unsubstituted pyrroles through fully unmasked α-amino aldehydes, which was enabled by the dual effects of a catalytic ruthenium complex and an alkali metal base, is reported. Either solvent-free or acceptorless dehydrogenation facilitates high atom, step, and pot economy, which are otherwise difficult to achieve in multistep operations involving protection/deprotection.
Direct arylation of arene and N -heteroarenes with diaryliodonium salts without the use of transition metal catalyst
Wen, Jun,Zhang, Ruo-Yi,Chen, Shan-Yong,Zhang, Ji,Yu, Xiao-Qi
experimental part, p. 766 - 771 (2012/02/16)
A novel and simple transition metal-free direct arylation of arene and N-heteroarenes with diaryliodonium salts has been developed. This cross-coupling reaction is promoted only by base and gives the desired products in moderate to good yields.
