142068-24-4Relevant articles and documents
Copper catalyzed cyanomethylation reaction of 4-thiazolidinone
Chauhan, Prakashsingh M.,Morja, Mayur I.,Asamdi, Manjoorahmed,Chikhalia, Kishor H.
supporting information, (2020/11/17)
An effective copper catalyzed Cross Dehydrogenative Coupling (CDC) reaction of 4-thiazolidinones with acetonitrile has been developed. The described strategy undergoes radical pathway by employing copper, oxidant and easily available acetonitrile as a cya
Ruthenium-Catalyzed Enantioselective Hydrogenation of Hydrazones
Chen, Song,Dropinski, James F.,Li, Hongming,Schuster, Christopher H.,Shevlin, Michael
supporting information, p. 7562 - 7566 (2020/10/09)
Prochiral hydrazones undergo efficient and highly selective hydrogenation in the presence of a chiral diphosphine ruthenium catalyst, yielding enantioenriched hydrazine products (up to 99% ee). The mild reaction conditions and broad functional group tolerance of this method allow access to versatile chiral hydrazine building blocks containing aryl bromide, heteroaryl, alkyl, cycloalkyl, and ester substituents. This method was also demonstrated on >150 g scale, providing a valuable hydrazine intermediate en route to an active pharmaceutical ingredient.
Dinuclear gold(I)-N-heterocyclic carbene complexes: Synthesis, characterization, and catalytic application for hydrohydrazidation of terminal alkynes
Yadav, Seema,Ray, Sriparna,Singh, Ajeet,Mobin, Shaikh M.,Roy, Tapta Kanchan,Dash, Chandrakanta
, (2020/07/27)
Dinuclear gold(I)-N-heterocyclic carbene complexes were developed for the hydrohydrazidation of terminal alkynes. The gold(I)-N-heterocyclic carbene complexes 2a-2b were synthesized in good yields from silver complexes synthesized in situ, which in turn were obtained from the corresponding imidazolium salts with Ag2O in dichloromethane as a solvent. The new air-stable gold(I)-NHC complexes, 2a-2b, were characterized using NMR spectroscopy, elemental analysis, infrared, and mass spectroscopy studies. The gold(I) complex 2a was characterized using X-ray crystallography. Bis-N-heterocyclic carbene–based gold(I) complexes 2a-2b exhibited excellent catalytic activities for hydrohydrazidation of terminal alkynes yielding acylhydrazone derivatives. The working catalytic system can be used in gram-scale synthesis. In addition, the catalytic reaction mechanism of the hydrohydrazidation of terminal alkynes by gold(I)-NHC complex was studied in detail using density functional theory.
Gold-Catalyzed Hydrohydrazidation of Terminal Alkynes
Zimin, Dmitry P.,Dar'In, Dmitry V.,Rassadin, Valentin A.,Kukushkin, Vadim Yu.
supporting information, p. 4880 - 4884 (2018/08/24)
Facile gold-catalyzed hydrohydrazidation of alkynes with various hydrazides R2CONHNH2 (R = Alk or Ar; including those with an additional nucleophilic moiety) in the presence of Ph3PAuNTf2 (6 mol %) leading to a wide range of substituted keto-N-acylhydrazones (18 examples) in excellent to good yields (99-66%) is reported. This novel metal-catalyzed coupling proceeds under mild conditions (chlorobenzene, 60 °C), exhibits high functional group tolerance, and is insensitive to the electronic and steric effects of the substituents in the reactants.
Palladium-Catalyzed Carbonylative Synthesis of 3-Methyleneisoindolin-1-ones from Ketimines with Hexacarbonylmolybdenum(0) as the Carbon Monoxide Source
Wang, Zechao,Zhu, Fengxiang,Li, Yahui,Wu, Xiao-Feng
, p. 94 - 98 (2017/01/17)
An interesting procedure for the palladium-catalyzed carbonylative synthesis of 3-methyleneisoindolin-1-ones from ketimines was established. By using Mo(CO)6 (0.3 equiv.) as the solid CO source and through C(sp2)?H bond activation, t
Transfer hydrogenation of ketones catalysed by half-sandwich (η6-p-cymene) ruthenium(II) complexes incorporating benzoylhydrazone ligands
Mohan, Nanjan,Ramesh, Rengan
, (2017/06/21)
Neutral half-sandwich η6-p-cymene ruthenium(II) complexes of general formula [Ru(η6-p-cymene)Cl(L)] (HL?=?monobasic O, N bidendate benzoylhydrazone ligand) have been synthesized from the reaction of [Ru(η6-p-cymene)(μ-Cl)Cl]2 with acetophenone benzoylhydrazone ligands. All the complexes have been characterized using analytical and spectroscopic (Fourier transform infrared, UV–visible, 1H NMR, 13C NMR) techniques. The molecular structures of three of the complexes have been determined using single-crystal X-ray diffraction, indicating a pseudo-octahedral geometry around the ruthenium(II) ion. All the ruthenium(II) arene complexes were explored as catalysts for transfer hydrogenation of a wide range of aromatic, cyclic and aliphatic ketones with 2-propanol using 0.1?mol% catalyst loading, and conversions of up to 100% were obtained. Further, the influence of other variables on the transfer hydrogenation reaction, such as base, temperature, catalyst loading and substrate scope, was also investigated.
Synthesis and characterisation of cycloruthenated benzhydrazone complexes: Catalytic application to selective oxidative cleavage of olefins to aldehydes
Manikandan, Thimma Sambamoorthy,Ramesh, Rengan,Semeril, David
, p. 97107 - 97115 (2016/10/25)
A simple and convenient method to synthesise new air-stable cyclometalated ruthenium(ii) complexes from the reaction of p-substituted acetophenone benzhydrazide ligands and [RuHCl(CO)(AsPh3)3] has been described. The complexes have been characterised by various methods, including elemental analysis, FT-IR, NMR (1H and 13C) and UV-vis. The molecular structures of complexes 3 and 4 have been determined by singlecrystal X-ray diffraction analysis which indicates the tridentate coordination mode of the ligand and the presence of a distorted octahedral geometry around the ruthenium ion. The complexes have been found to be a highly active catalytic system in the selective oxidative cleavage of a wide range of alkenes and alkynes in the presence of NaIO4 as an oxidant. Notably, the desired aldehyde products were obtained with high conversions and yields using 0.5 mol% catalyst loading within 30 min at room temperature. Furthermore, the influence of reaction parameters such as solvents, oxidants, temperature and catalyst loading was also investigated.
Synthesis, structure and anticancer activity of (η6-benzene) ruthenium(II) complexes containing aroylhydrazone ligands
Mohan, Nanjan,Muthumari, Subramanian,Ramesh, Rengan
, p. 45 - 51 (2017/02/26)
New benzene ruthenium(II) aroylhydrazone complexes of general molecular formula [Ru(η6-C6H6)Cl(L)] (where L = aroylhydrazone ligand) have been synthesized from the reaction of the precursor [Ru(η6-C6H
Method for preparing chiral diphosphines
-
, (2008/06/13)
The invention concerns a method for preparing a compound of formula (1) wherein: A represents naphthyl or phenyl optionally substituted; and Ar1, Ar2independently represent a saturated or aromatic carbocyclic group, optionally substituted.
Asymmetric hydrogenation method of a ketonic compound and derivative
-
, (2008/06/13)
The present invention relates to a process for the asymmetric hydrogenation of a ketonic compound and derivative. The invention relates to the use of optically active metal complexes as catalysts for the asymmetric hydrogenation of a ketonic compound and derivative. The process for the asymmetric hydrogenation of a ketonic compound and derivative is characterized in that the asymmetric hydrogenation of said compound is carried out in the presence of an effective amount of a metal complex comprising as ligand an optically active diphosphine corresponding to one of the following formulae: STR1