67484-04-2Relevant academic research and scientific papers
Synthesis and characterization of ruthenium compounds incorporating keto-amine ligands. The applications of catalytic transfer hydrogenation and cancer cell inhibition
Lin, Tzung-Han,Das, Kuheli,Datta, Amitabha,Leu, Wohn-Jenn,Hsiao, Hung-Chang,Lin, Chia-Her,Guh, Jih-Hwa,Huang, Jui-Hsien
, p. 22 - 28 (2016)
A series of keto-amine bidentate precursors 1–5, OCCH3CHCCH3NHR (where 1, R = C6H3-2,6-iPr2; 2, R = C6H2-2,4,6-Me3; 3, R = C6H4-2-tBu; 4, R = C6H4-2-OMe; 5, R = C6H4-2-OMe-5-Me) were synthesized and combined with [Ru(?6-p-cymene)Cl2]2 to generate the monomeric arene-Ru derivatives, [Ru(?6-p-cymene)(OCCH3CHCCH3NR)Cl] (where 6, R = C6H3-2,6-iPr2; 7, R = C6H2-2,4,6-Me3; 8, R = C6H4-2-tBu; 9, R = C6H4-2-OMe; 10, R = C6H4-2-OMe-5-Me) in moderate yield. The ruthenium derivatives effectively catalyzed the conversion rate in transfer hydrogenation of substituted acetophenone. The molecular structures of 2, 6–10 were determined by single crystal X-ray diffractometry in the solid state, revealing a four-coordination environment around the Ru atom. The potential anti-cancer activity of ruthenium derivatives against human hormone-refractory metastatic prostate cancer (HRMPC) cell lines was also studied.
β-Enaminone Synthesis from 1,3-Dicarbonyl Compounds and Aliphatic and Aromatic Amines Catalyzed by Iron Complexes of Fused Bicyclic Imidazo[1,5-a]pyridine Derived N-Heterocyclic Carbenes
Prakasham,Gangwar, Manoj Kumar,Ghosh, Prasenjit
, p. 295 - 313 (2019/01/24)
A series of Fe–NHC complexes (1–2)c of the fused bicyclic imidazo[1,5-a]pyridine framework of the type [CpFe(2-R-imidazo[1,5-a]pyridin-3-ylidene)(CO)2]BF4 {R = mesityl (1c), nPr (2c)} successfully carried out the synthesis of β-enamino ketones (3–10) and (17–27) and β-enamino esters (11–16) and (28–36) by the condensation of acyclic and cyclic 1,3-dicarbonyl compounds and various aliphatic and aromatic amines in the presence of light irradiation. Quite significantly, the catalytically relevant substrate adduct species of the type [CpFe(NHC)(acac)] (2e) and the product adduct species of the type [CpFe(NHC)(β-enaminone)] (2f) of the Fe–NHC precatalyst (2c) have been detected by mass spectrometry study. The [CpFe(2-R-imidazo[1,5-a]pyridin-3-ylidene)(CO)2]BF4 {R = mesityl (1c), nPr (2c)} complexes were obtained from their respective N–heterocyclic carbene precursors namely, the 2-R-imidazo[1,5-a]pyridin-2-ium chloride {R = mesityl (1a), nPr (2a)} by the reaction with CpFe(CO)2I in the presence of KN(SiMe3)2 followed by the salt metathesis reaction with AgBF4.
A novel and reusable magnetic nanocatalyst developed based on graphene oxide incorporated strontium nanoparticles for the facial synthesis of β-enamino ketones under solvent-free conditions
Mousavi, Seyyed Rasul,Sereshti, Hassan,Rashidi Nodeh, Hamid,Foroumadi, Alireza
, (2018/10/26)
A novel magnetic SrFeGO nanocatalyst (NC) was synthesized through a simple sol–gel technique by introducing strontium and iron oxide nanoparticles onto graphene. The synthesized NC was characterized using FT-IR and FE-SEM. Subsequently, the catalytic activity of SrFeGO was tested in a reaction between β-dicarbonyl compounds and aniline derivatives to gain β-enamino ketone derivatives under solvent-free conditions. It was found that SrFeGO NC is a potential catalyst for the synthesis of β-enamino ketones. The β-enamino ketone produced by such reactions could be isolated in high purity without the need for chromatographic purifications. The newly prepared magnetic graphene oxide nanocomposite could be recovered and reused for numerous times with no significant decrease in efficiency. Moreover, the protocol has the advantages of excellent yielding (up to 98%) in short a reaction time, benefitting an easy workup procedure and being environmentally friendly.
Facile synthesis of substituted pyrrole-fused isocoumarins from ninhydrin
Pathak, Sudipta,Kundu, Ashis,Pramanik, Animesh
experimental part, p. 5180 - 5183 (2011/10/12)
A simple and efficient procedure has been developed for the synthesis of substituted pyrrole-fused isocoumarins from easily available ninhydrin. The cyclic hemiaminal dihydroxy-indenopyrroles, the adducts of ninhydrin with enamines of acetylacetone, give pyrrole-fused isocoumarins upon heating in acidic medium. The process constitutes an interesting acid-catalyzed rearrangement to eight-membered lactams followed by intramolecular cyclization involving the amino and keto groups.
B2O3/Al2O3 as a new, highly efficient and reusable heterogeneous catalyst for the selective synthesis of β-enamino ketones and esters under solvent-free conditions
Chen, Jiu-Xi,Zhang, Chang-Fu,Gao, Wen-Xia,Jin, Hui-Le,Ding, Jin-Chang,Wu, Hua-Yue
experimental part, p. 1552 - 1556 (2010/11/16)
Boron oxide adsorbed on alumina (B2O3/Al 2O3) has been found to be a new and highly efficient heterogeneous catalyst for the synthesis of β-enamino ketones and esters by the enamination of various primary and secondary amines with β-dicarbonyl compounds under solvent-free conditions. The important features of this methodology are broad substrate scope, high yield, no requirement of metal catalysts, high regio-and chemoselectivity and environmental friendliness. In addition, the catalyst could be recovered easily after the reactions and reused without evident loss of reactivity.
Solvent-free synthesis of β-enamino compounds promoted by Ferric(III) ammonium nitrate
Murthy,Venu,Govindh,Diwakar,Nagalakshmi,Singh
experimental part, p. 3047 - 3053 (2010/11/04)
A variety of β-enamino esters and β-enaminones can be synthesized by the reaction of 1,3-dicarbonyl compounds and various primary amines in the presence of catalytic amount of ferric(III) ammonium nitrate at room temperature. This method is simple, requires short reaction times, high yield and the reaction proceeds under solvent-free conditions.
