6571-43-3Relevant academic research and scientific papers
Pincerlike manganese complex and preparation method thereof, related ligand and preparation method thereof, catalyst composition and application
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Paragraph 0159-0165, (2021/07/31)
The invention discloses a pincerlike manganese complex, a preparation method thereof, a ligand for preparation, a preparation method of the ligand, a catalyst composition taking the complex as an active component and application of the catalyst composition. According to the pincerlike manganese complex, a cycloalkyl ring is introduced into a ligand framework, and by regulating and controlling the cyclic tension, flexibility and steric hindrance of the cycloalkyl ring, the reactivity and stability of the manganese metal center can be effectively adjusted, and the catalytic activity and substrate applicability of a manganese metal system are remarkably improved. The catalyst composition taking the pincerlike manganese complex as an active component has the advantages of high catalyst activity, wide substrate application range, mild reaction conditions and the like in the process of preparing quinoline or pyridine derivatives by catalyzing dehydrogenation coupling reaction of o-amino aromatic alcohol or gamma-amino alcohol, ketone or secondary alcohol; and the synthesis advantages of low cost and stable performance are embodied, the operation is simple, and the yield is high.
Direct synthesis of ring-fused quinolines and pyridines catalyzed byNNHY-ligated manganese complexes (Y = NR2or SR)
Han, Mingyang,Lin, Qing,Liu, Qingbin,Liu, Song,Ma, Ning,Solan, Gregory A.,Sun, Wen-Hua,Wang, Zheng,Yan, Xiuli
, p. 8026 - 8036 (2021/12/27)
Four cationic manganese(i) complexes, [(fac-NNHN)Mn(CO)3]Br (Mn-1-Mn-3) and [(fac-NNHS)Mn(CO)3]Br (Mn-4) (whereNNHis a 5,6,7,8-tetrahydro-8-quinolinamine moiety), have been synthesized and evaluated as catalysts for the direct synthesis of quinolines and pyridines by the reaction of a γ-amino alcohol with a ketone or secondary alcohol;NNHS-ligatedMn-4proved the most effective of the four catalysts. The reactions proceeded well in the presence of catalyst loadings in the range 0.5-5.0 mol% and tolerated diverse functional groups such as alkyl, cycloalkyl, alkoxy, chloride and hetero-aryl. A mechanism involving acceptorless dehydrogenation coupling (ADC) has been proposed on the basis of DFT calculations and experimental evidence. Significantly, this manganese-based catalytic protocol provides a promising green and environmentally friendly route to a wide range of synthetically important substituted monocyclic, bicyclic as well as tricyclicN-heterocycles (including 50 quinoline and 26 pyridine examples) with isolated yields of up to 93%.
PRODUCTION OF 3-(2-OXOCYCLODODECYL)PROPIONITRILE FROM CYCLODODECANONE AND ACRYLONITRILE AND SOME OF ITS TRANSFORMATIONS
Zakharkin, L. I.,Churilova, I. M.
, p. 1895 - 1899 (2007/10/02)
A method was developed for the production of 3-(2-oxocyclododecyl)propionitrile by the cyanoethylation of cyclododecanone with acrylonitrile. 2,3-Cyclododecenopyridine was obtained from the oxonitrile by hydrogenation, and 3-(2-oxocyclododecyl)propionamide and 3-(2-oxocyclododecyl)propionic acid were obtained by hydrolysis.When heated with acetic anhydride, the acid forms a mixture of the isomers of 3-oxo-2-oxabicyclohexadec-1(6)-ene.In the presence of perchloric acid the Z and E isomers of 3-oxo-2-bicyclohexadec-1(16)-ene isomerize to 3-oxo-2-oxabicyclohexadec-1(6)-ene.
SYNTHESIS OF 2,3-POLYMETHYLENEPYRIDINES FROM 3-AMINOACROLEIN AND CYCLIC KETONES
Matveeva, E. D.,Tungusova, E. E.,Bundel',Yu. G.,Sagitullin, R. S.
, p. 1334 - 1336 (2007/10/02)
It is shown that the reaction of 3-aminoacrolein with cyclic ketones of medium size can be used to synthesize inaccessible 2,3-polymethylenepyridines with polymethylene chains of 5, 6, 10, and 12 carbon atoms.
Thermolysis of Oxime O-Allyl Ethers: A New Method for Pyridine Synthesis
Koyama, Junko,Sugita, Teruyo,Suzuta, Yukio,Irie, Hiroshi
, p. 2601 - 2606 (2007/10/02)
Thermolysis of cycloalkanone oxime O-allyl ethers in air gave the corresponding cycloalkenopyridines, providing a new method for the synthesis of cycloalkenopyridine derivatives.Keywords - cycloalkanone oxime O-allyl ether; cycloalkenopyridine; thermolysis; O-allylhydroxylamine; cyclohexanone; tetrahydroquinoline
