A Brief Synthesis of 2,2’-Arylmethylene Bis(3-hydroxy-5,5-dimethyl-2-cyclohexene-1- one) Catalyzed by TEAOH in Various Solvents

2019 ◽  
Vol 16 (7) ◽  
pp. 1032-1039
Author(s):  
Hui Gao ◽  
Xiaobi Yang ◽  
Xinyu Tang ◽  
Pengcheng Yin ◽  
Zewei Mao

Aims and Objectives: 2,2’-Arylmethylene bis(3-hydroxy-5,5-dimethyl-2-cyclohexene-1-one) having four carbonyl functionalities along with their tautomeric keto-enol forms, is an important biologically active compound and important synthetic intermediate in the synthesis of xanthenes. This study was conducted in order to develop a new and concise method of synthesis of 2,2’-arylmethylene bis (3-hydroxy-5,5-dimethyl-2- cyclohexene-1-one) derivatives. Materials and Methods: TEAOH (20 mol %) was fond to be as a simple and efficient catalyst for the preparation of 2,2’-arylmethylene bis(3-hydroxy-5,5-dimethyl-2-cyclohexene-1-one) derivatives by the Knoevenagel condensation/Michael addition tandem reactions. Results: A concise and practical method was developed for one-pot synthesis of 2,2’-arylmethylene bis(3- hydroxy-5,5-dimethyl-2-cyclohexene-1-one) derivatives catalyzed by TEAOH at room temperature in various solvents. Conclusion: This strategy provides several advantages over the traditional synthetic method, and is applicable to a wide variety of aromatic and heteroaromatic aldehydes at room temperature in various solvents.

2019 ◽  
pp. 65-75
Author(s):  
R. S. Korytniuk ◽  
L. L. Davtian ◽  
N. I. Hudz ◽  
A. A. Drozdova ◽  
I. О. Vlasenko ◽  
...  

Water is the most common compound of hydrogen and oxygen in the nature. It is a universal solvent of many substances, and therefore chemically pure water does not exist in the nature. The water contained in the body is qualitatively different from ordinary water as it is structured water. Such crystalline structures of water are the matrix of life. Their presence gives possibility of the occurrence of important biophysical processes and biochemical reactions. Insufficient intake of water into the body or its excessive loss leads to dehydration, which is accompanied by thickening of the blood and impairing hemodynamics. Excessive intake of water into the body causes water intoxication. Purpose – to conduct a bibliosemantic analysis of the sources of the literature on the medical and biological functions of water. Research methods – bibliosemantic, analytical, logical methods and generalizion method. Water is the structural basis of cells necessary to maintain their optimal volume. It determines the spatial structure and function of biomolecules. Insufficient intake of water into the body or its excessive loss leads to an impaired hemodynamics. Excessive intake of water into the body causes water intoxication. All disoders of water-salt balance in the body can be divided into two groups: dehydration and hyperhydration. In each group, there are disorders with a decrease, increase, and no change in osmotic pressure (hypotonic, hypertonic, and isotonic disorders, respectively). Water is used in medical and pharmaceutical practice as an excipient, and for the manufacture of allopathic, homeopathic and anthroposophic medicines. The State Pharmacopoeia of Ukraine includes several articles on the use of water depending on the purpose and regulates water quality: 1) highly purified water, water for injections «in bulk» water and sterilised water for injections; 2) purified water: water «in bulk» and water in containers. Cosmetics are presented on the Ukrainian market, the main biologically active compound of which is water, in particular, natural, thermal and micellar. They are widely used in cosmetology. The biomedical function of water in the body is to preserve cell volume, provide turgor to the cells and save the body from temperature fluctuations. Disruption of water-salt balance leads to dehydration or hyperhydration. There are changes with a decrease, increase, and no change in osmotic pressure (hypotonic, hypertonic, and isotonic disorders, respectively). They cause disruption of the life of the whole organism. In pharmaceutical practice, water is widely used for the manufacture of allopathic, homeopathic and anthroposophic medicines. It can be obtained in various ways, but its quality is regulated by the relevant government regulations. In cosmetic practice, water is used not only as a basic solvent, but in the form of natural, micellar and thermal water, where it is a biologically active compound.


2015 ◽  
Vol 51 (91) ◽  
pp. 16385-16388 ◽  
Author(s):  
Zhao Yuan ◽  
Yu Shu ◽  
Yu Tian ◽  
Yan Xin ◽  
Biwu Ma

We report a facile one-pot synthetic method to prepare highly luminescent layered lead(ii) bromide perovskite microdisks with the lateral size of a few micrometers and thickness of 100–150 nm, featuring narrow deep blue emissions with quantum yields of up to 53% in toluene solutions and thin films at room temperature.


Synthesis ◽  
2019 ◽  
Vol 51 (07) ◽  
pp. 1561-1564 ◽  
Author(s):  
Kentaro Okano ◽  
Ryo Nakura ◽  
Kazuki Inoue ◽  
Atsunori Mori

This study investigated a practical method for regiocontrolled synthesis of precursors of strained cyclohexynes and 1,2-cyclohexadienes, which is a one-pot procedure consisting of a rearrangement of silyl enol ether and subsequent formation of the enol triflates. Triethylsilyl enol ether, derived from cyclohexanone, was treated with a combination of LDA and t-BuOK in n-hexane/THF to encourage the migration of the silyl group to generate an α-silyl enolate. Subsequently, the α-silyl enolate was reacted with Comins’ reagent to yield the corresponding enol triflate. Finally, the α-silylated trisubstituted lithium enolate for the synthesis of 1,2-cyclohexadiene precursor was isomerized in the presence of a stoichiometric amount of water for one hour at room temperature to exclusively provide tetrasubstituted lithium enolate for the synthesis of cyclohexyne precursor in one pot.


2019 ◽  
Vol 7 (2) ◽  
pp. 801-805 ◽  
Author(s):  
Hongjing Wang ◽  
Yinghao Li ◽  
Chunjie Li ◽  
Kai Deng ◽  
Ziqiang Wang ◽  
...  

A very simple one-step synthetic method is developed for fabrication of PdRu tripods for electrochemical nitrogen reduction to ammonia.


2014 ◽  
Vol 10 ◽  
pp. 26-33 ◽  
Author(s):  
Samir Kundu ◽  
Babli Roy ◽  
Basudeb Basu

The development of a silica-promoted highly selective synthesis of 1,2 or 1,3-dithioethers via solvent-free one-pot tandem reactions of an allyl bromide with excess thiol at room temperature is described. The choice of silica gel, either pre-calcined or moistened with water, exhibited notable regioselectivity in the formation of dithioethers. Plausible mechanistic routes were explored and postulated.


RSC Advances ◽  
2015 ◽  
Vol 5 (34) ◽  
pp. 26749-26761 ◽  
Author(s):  
Jonnada Krishna ◽  
Pedireddi Niharika ◽  
Gedu Satyanarayana

An efficient and practical method is described for the direct synthesis of 1,3-dihydroisobenzofurans, an important structural motif present in biologically active natural or synthetic compounds.


2016 ◽  
Vol 57 (3) ◽  
pp. 43-49
Author(s):  
N. G. Malova ◽  
L. A. Sirotenko ◽  
I. V. Komarova ◽  
E. S. Anikeeva ◽  
A. V. Spiridonov ◽  
...  

The study of new biologically active compound PL-308 with immunomodulating properties on the thyroid function in rats with experimental autoimmune thyroiditis. It was determined that the introduction of PL-308 reduces autoimmune aggression by lowering the level of antibodies to thyroglobulin, increases the number of all subpopulations of T-lymphocytes, in particular Tsuppressors. It was observed normalization of the functional state of the thyroid gland.


Author(s):  
Niloofar Sabet Mehr ◽  
Shahrzad Abdolmohammadi ◽  
Maryam Afsharpour

Background: Nanoscale metal oxide catalysts have been extensively employed in organic reactions because they have been found to influence the chemical and physical properties of the bulk material. The chromene (benzopyran) nucleus constitutes the core structure in a major class of many biologically active compounds, and interest in their chemistry consequently continues because of their numerous biological activities. The xanthene (dibenzopyran) derivatives are classified as highly significant compounds which display a number of various bioactive properties. Pyrimidinones have also gained interest due to their remarkable biological utilization such as antiviral, antibacterial, antihypertensive, antitumor and calcium blockers effects. Objective: Our aim in the work presented herein was to prepare activated carbon/MoO3 nanocomposite and explore its role as a green and recyclable catalyst for the synthesis of chromeno[d]pyrimidinediones and xanthenones under ethanol-drop grinding at room temperature. Methods: The activated carbon/MoO3 nanocomposite was prepared successfully via a simple route in which carbonization of gums as new natural precursors was used for the synthesis of activated carbon. This nanocomposite was then effectively used in a reaction of 3,4- methylenedioxyphenol, aromatic aldehydes and active methylene compounds including 1,3-dimethylbarbituric acid and dimedone to synthesize a series of chromeno[d]pyrimidinediones and xanthenones in high yields. The synthesized catalyst was characterized by Fourier transform infrared spectroscopy (FT-IR), Powder x-ray diffractometry (XRD), Scanning electron microscope (SEM), Raman spectroscopy, and also by TGA analysis. Confirmation of the structures of compounds 5(a-g) and 6(a-g) were also established with IR, 1 H NMR and 13C NMR spectroscopic data and also by elemental analyses. Results: A number of 6,8-dimethyl-10-phenyl-6,10-dihydro-7H-[1,3]dioxolo[4΄,5΄:6,7]chromeno[2,3-d]pyrimidine-7,9(8H)-diones and 7,7- dimethyl-10-(4-methylphenyl)-6,7,8,10-tetrahydro-9H-[1,3]dioxolo[4,5-b]xanthen-9-ones were effectively synthesized using activated carbon/MoO3 nanocomposite (0.05 gr) as catalyst under ethanol-drop grinding at room temperature. The desired products were obtained in high yields (93-97%) within short reaction times (15-20 min). Conclusion: This paper investigates the catalytic potential of the synthesized activated carbon/MoO3 nanocomposite for the prepataion of chromeno[d]pyrimidinediones and xanthenones under ethanol-drop grinding procedure. The mildness of the reaction conditions, high yields of products, short reaction times, experimental simplicity, and avoid the use of harmful solvents or reagents makes this procedure preferable for the synthesis of these compounds.


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