7251-01-6Relevant academic research and scientific papers
Ruthenium(ii)-catalysed 1,2-selective hydroboration of aldazines
Gunanathan, Chidambaram,Pradhan, Subham,Thiyagarajan, Subramanian
supporting information, p. 7147 - 7151 (2021/08/30)
Herein, an efficient and simple catalytic method for the selective and partial reduction of aldazines using ruthenium catalyst [Ru(p-cymene)Cl2]2 (1) has been accomplished. Under mild conditions, aldazines undergo the addition of pinacolborane in the presence of a ruthenium catalyst, which delivered N-boryl-N-benzyl hydrazone products. Notably, the reaction is highly selective, and results in exclusive mono-hydroboration and desymmetrization of symmetrical aldazines. Mechanistic studies indicate the involvement of in situ formed intermediate [{(η6-p-cymene)RuCl}2(μ-H-μ-Cl)] (1a) in this selective hydroboration.
Non-Pincer-Type Arene Ru(II) Catalysts for the Direct Synthesis of Azines from Alcohols and Hydrazine under Aerobic Conditions
Saranya, Sundar,Ramesh, Rengan,Sémeril, David
, p. 3194 - 3201 (2020/09/15)
We report a tandem approach to synthesize symmetrical azines from alcohols and hydrazine hydrate catalyzed by synthesized arene Ru(II) complexes of aroylthiourea ligand. Notably, the catalytic efficiencies of six- and four-membered N,S-chelate ruthenium c
Solvent-free, [Et3NH][HSO4] catalyzed facile synthesis of hydrazone derivatives
Parveen, Mehtab,Azaz, Shaista,Malla, Ali Mohammed,Ahmad, Faheem,Da Silva, Pedro Sidonio Pereira,Silva, Manuela Ramos
, p. 469 - 481 (2015/02/19)
In the present study, a library of hydrazone analogues 2(a-j) and 4(a-e) were synthesized, which were typically accessed via a solvent-free facile nucleophilic addition between hydrazine hydrate and appropriately substituted aromatic aldehydes 1(a-j) and 3-formylchromones 3(a-e). The molecular structure of compound (2f) was well supported by single crystal X-ray crystallographic analysis and also verified by DFT calculations. This new synthetic, eco-friendly, sustainable protocol resulted in a remarkable improvement in the synthetic efficiency (90-98% yield), high purity, using [Et3NH][HSO4] as a catalyst and an environmentally benign solvent eliminating the need for a volatile organic solvent and additional catalyst. This ionic liquid is air and water stable and easy to prepare from cheap amine and acid. The present methodology is a green protocol offering several advantages such as, excellent yield of products, minimizing production of chemical wastes, shorter reaction profile, mild reaction conditions, simple operational procedure, easy preparation of catalyst and its recyclability up to five cycles without any appreciable loss in catalytic activity. The optimization conditions carried out in the present study revealed that 20 mol% of ionic liquid catalyst under solvent-free condition at 120°C are the best conditions for the synthesis of hydrazone derivatives in excellent yields.
Solvent-Free Green Synthesis of Azines and Their Conversion to 2,5-Disubstituted-1,3,4-thiadiazoles
Shridevi, D. Doddramappa,Ningaiah, Srikantamurthy,Kuduva, Narayan U.,Yhya, Raad K.,Rai, Kuriya M. Lokanatha
supporting information, p. 2869 - 2875 (2015/12/23)
A solvent-free, clean, and efficient method has been developed for the synthesis of 2,5-disubstituted-1,3,4-thiadiazoles via azines. This approach exploits the synthetic potential of clean reactions and offers many advantages such as excellent product yie
An expeditious synthetic approach towards the synthesis of Bis-Schiff bases (aldazines) using ultrasound
Khan, Khalid M.,Jamil, Waqas,Ambreen, Nida,Taha, Muhammad,Perveen, Shahnaz,Morales, Guillermo A.
, p. 1200 - 1205 (2014/02/14)
Aldazines (Bis-Schiff bases) 1-24 were synthesized using aromatic aldehydes (heterocyclic and benzaldehydes) and hydrazine hydrate under reflux using conventional heating and/or via ultrasound irradiation using BiCl3 as catalyst. Ultrasonication conditions with cat. BiCl3 proved to be an effective, environmentally friendly synthetic procedure. This methodology is robust in the presence of electron donating and electron withdrawing groups affording desired products with high yields (>95%) in just a couple of minutes vs. hours using conventional heating.
Reactions of methoxybenzylidene derivatives of 2,2-dimethyl-1,3-dioxane-4, 6-dione and their saturated analogs with certain nucleophilic reagents
Tetere,Ravina,Rijkure,Zicane
, p. 1449 - 1453 (2011/12/16)
The reactions of the methoxybenzylidene derivatives of 2,2-dimethyl-1,3- dioxane-4,6-dione and their saturated analogs with potassium hydroxide in methanol, ammonia, and hydrazine hydrate were realized. The 1,2- bis(methoxybenzylidene)hydrazines, amides,
Activated nitriles with ammonium benzyldithiocarbamate, synthesis of thietane derivatives
Mahmoud,Madkour,El-Bordany,Soliman
experimental part, p. 156 - 163 (2009/04/16)
4-Aryl-2-iminothietane-3-carbonitriles 3 were obtained in a moderate yield via the reaction of substituted arylidene malononitriles with ammonium benzyldithio-carbamate. The reaction of 3a with hydrazine hydrate, ethyl carbazate, phenylisothiocyanate, and carbon disulphide have been investigated.
One-pot oxidation of azomethine compounds into arenecarboxylic acids
Giurg,Said,Syper,Mlochowski
, p. 3151 - 3159 (2007/10/03)
Aromatic azomethine compounds, such as aldazines 1, aldoximes 7 and tosylhydrazones 8 oxidized with 30% hydrogen peroxide in the presence of poly(bis-1,2-phenylene) diselenide (6) as catalyst produce arenecarboxylic acids 2 mostly in high to excellent yields. The presented one-pot procedure has a synthetic value.
Synthesis of bishydrazones (aldazines)
Linganna,Rai, K. M. Lokanatha,Shashikanth
, p. 1126 - 1128 (2007/10/03)
Bishydrazones have been prepared by thermolysis of aldehyde hydrazone under reduced pressure in a sealed tube at 120-30°C. The possible mass spectral fragementation mode of bishydrazones have also been discussed.
Studies on the Oxidation of the Azomethine Compounds with 3-Chloroperbenzoic Acid
Mlochowski, J.,Abdel-Latif, F. F.,Kubicz, E.,Said, S. B.
, p. 711 - 722 (2007/10/02)
Oxidation of the azomethine compounds such as Schiff bases and azines having several nucleophilic centers with 3-chloroperbenzoic acid (MCPBA) being an electrophilic oxidant was investigated.From azines 4, bisaldimines 5, 6, and pyridine derived monoaldimines 7, 8, having various substituents on the imine carbon and nitrogen atoms, the products such as nitrones 9, 15, bisoxaziridines 11, 12; acyldiimine 10 and amide 14 were obtained in high yields.The influence of the structure of substrate on the reaction result is discussed.Key words: aldimines, azines, nitrones, oxaziridines
