A Facile and Convenient Approach for the Synthesis of Novel Sesamol–Oxazine and Quinoline–Oxazine Hybrids

2017 ◽  
Vol 70 (12) ◽  
pp. 1285 ◽  
Author(s):  
Garima Khanna ◽  
Pooja Saluja ◽  
Jitender M. Khurana
Keyword(s):  
Spectral Data ◽  
Aromatic Amines ◽  
Reaction Times ◽  
The Novel ◽  
Reaction Conditions ◽  
One Pot ◽  
X Ray ◽  
Convenient Approach ◽  
High Yields ◽  
Operational Simplicity

A series of functionalized sesamol–oxazine and quinoline–oxazine hybrids have been synthesized via one-pot reaction of sesamol/6-hydroxyquinoline, aromatic amines, and methanal. The structures of all the novel compounds were confirmed by spectral data. The structures of the synthesized hybrids were also confirmed by X-ray crystallographic studies. Mild reaction conditions, operational simplicity, short reaction times, simple workup, and high yields of products are salient features of this methodology.

Rapid and Green One-Pot Synthesis of Novel 2-(4-Hydroxy-2-oxo-2H-chromen-3-yl)-2-(arylamino)-1H-indene-1,3(2H)-diones

2021 ◽  
Vol 18 ◽  
Author(s):  
Abolfazl Olyaei ◽  
Zahra Ghahremany ◽  
Madieh Sadeghpour
Keyword(s):  
Aromatic Amines ◽  
Low Cost ◽  
Guanidine Hydrochloride ◽  
Reaction Times ◽  
Solvent Free ◽  
One Pot ◽  
Solvent Free Conditions ◽  
The One ◽  
High Yields ◽  
Work Up

: A green and efficient protocol was developed for the one-pot three-component synthesis of novel 2-(4-hydroxy-2-oxo-2H-chromen-3-yl)-2-(arylamino)-1H-indene-1,3(2H)-dione derivatives by the reaction of 4-hydroxycoumarin, ninhydrin and aromatic amines in the presence of guanidine hydrochloride as an organocatalyst under solvent-free conditions. The present approach offers several advantages such as low cost, simple work-up, short reaction times, chromatography-free purification, high yields and greener conditions.

scholarly journals One-pot, three-component synthesis of pyrrolo[2,3-d]pyrimidine derivatives

2018 ◽  
Vol 62 (1) ◽  
Author(s):  
Jabbar Khalafy ◽  
Ramin Javahershenas
Keyword(s):  
Simple Procedure ◽  
Reaction Times ◽  
Pyrimidine Derivatives ◽  
Reaction Conditions ◽  
One Pot ◽  
General Applicability ◽  
Green Approach ◽  
Three Component Reaction ◽  
High Yields ◽  
Work Up

<p>A green approach for the synthesis of polyfunctionalized pyrrolo[2,3-<em>d</em>]pyrimidine derivatives was successfully achieved by a one-pot, three-component reaction of arylglyoxals, 6-amino-1,3-dimethyluracil and barbituric acid derivatives in the presence of tetra-<em>n</em>-butylammonium bromide (TBAB) (5 mol%) as the catalyst in ethanol at 50 °C. This protocol has many advantages such as high yields (73-95%), green and simple procedure, short reaction times, easy work-up, mild reaction conditions and general applicability.</p>

scholarly journals Efficient Preparation of Potassium Arylmethylene-4-(1H-Pyrazol-5-ol)-4′-(1H-Pyrazol-5-Olate) Derivatives via a Four-Component Reaction

2018 ◽  
Vol 42 (6) ◽  
pp. 313-316
Author(s):  
Ting Wang ◽  
Yang Yu ◽  
Xushun Qing ◽  
Chenlu Dai ◽  
Cunde Wang
Keyword(s):  
Potassium Carbonate ◽  
Reaction Conditions ◽  
X Ray ◽  
X Ray Crystallography ◽  
Broad Scope ◽  
Substituted Benzaldehydes ◽  
High Yields ◽  
Operational Simplicity

A four-component reaction was investigated to prepare potassium arylmethylene-4-(1 H-pyrazol-5-ol)-4′-(1 H-pyrazol-5-olate) derivatives from dialkyl but-2-ynedioates, phenylhydrazine, substituted benzaldehydes and potassium carbonate without any catalyst or promoter. The structure of a typical product was confirmed by X-ray crystallography. The advantages of the present methodology are efficiency, broad scope, operational simplicity, high yields and mild reaction conditions.

Regio- and Diastereoselective Synthesis of Novel Polycyclic Pyrrolo[2,1-a]isoquinolines Bearing Indeno[1,2-b]quinoxaline Moieties by a Three-Component [3+2]-Cycloaddition Reaction

Synlett ◽  
2019 ◽  
Vol 31 (03) ◽  
pp. 267-271 ◽  
Author(s):  
Firouz Matloubi Moghaddam ◽  
Atiyeh Moafi ◽  
Behzad Jafari ◽  
Alexander Vilinger ◽  
Peter Langer
Keyword(s):  
Cycloaddition Reaction ◽  
Reaction Times ◽  
Dipolar Cycloaddition ◽  
Diastereoselective Synthesis ◽  
X Ray Diffraction ◽  
Reaction Conditions ◽  
One Pot ◽  
Three Component Reaction ◽  
Relative Stereochemistry ◽  
High Yields

A regio- and diastereoselective synthesis of 2,3-dihydro-10b′H-spiro[indeno[1,2-b]quinoxaline-11,1′-pyrrolo[2,1-a]isoquinoline]-2′,3′-diylbis(phenylmethanone) derivatives containing four contiguous chiral stereocenters was achieved through 1,3-dipolar cycloaddition of isoquinolinium N-ylides in a one-pot three-component reaction. The desired products were obtained in short reaction times and in moderate to high yields (up to 92%) under relatively mild reaction conditions. The structure and relative stereochemistry of the desired product was confirmed by X-ray diffraction analysis.

scholarly journals Simple one-pot synthesis of thioureas from amine, carbon disulfide and oxidants in water

2016 ◽  
Vol 81 (3) ◽  
pp. 219-231 ◽  
Author(s):  
Milutin Milosavljevic ◽  
Ivan Vukicevic ◽  
Sasa Drmanic ◽  
Jasmina Nikolic ◽  
Aleksandar Marinkovic ◽  
...  
Keyword(s):  
Hydrogen Peroxide ◽  
Carbon Disulfide ◽  
Reaction Times ◽  
Tetraacetic Acid ◽  
Reaction Conditions ◽  
One Pot ◽  
1H And 13C Nmr ◽  
Industrial Level ◽  
By Products ◽  
Operational Simplicity

The present study reports the new facile methodology for synthesis of symmetrical and asymmetrical thioureas by an one-pot reaction of amine, carbon disulfide and oxidants: hydrogen peroxide, ethylenediamine tetraacetic acid (EDTA)/sodium percarbonate system or air. The structures of the synthesized compounds were confirmed by IR, 1H and 13C NMR and MS methods. Reaction mechanism has been proposed on the basis of reaction intermediate isolation and their structure determination. The synthetic benefits of the presented methods is reflected in the operational simplicity, mild reaction conditions, short reaction times, recycling of solvent, high purity and yield of products, absence of dangerous by-products and technological applicability at industrial scale. Considering commercial importance of the thioureas, it can be emphasized that implementation of the optimal synthesis of thiourea, based on presented methods, at industrial level of production would provide concurrent alternative to existing technologies in use.

scholarly journals DOWEX(R)50WX4/H2O: A Green System for a One-pot and Three-Component Synthesis of isoxazol-5(4H)-one Derivatives

2017 ◽  
Vol 59 (3) ◽  
Author(s):  
Davood Setamdideh
Keyword(s):  
Present Method ◽  
Reaction Times ◽  
One Pot ◽  
Efficient Approach ◽  
High Yields ◽  
Green System ◽  
Reaction Profile ◽  
Operational Simplicity

A one-pot and three-component synthesis of 3-methyl-4-arylmethyleneisoxazol-5(4<em>H</em>)-ones was developed in the presence of DOWEX(R)50WX4 as the catalyst. The products were obtained in high yields (93-96%) and short reaction times (30-60 min). The present method provides an easy and efficient approach for the synthesis of this class of compounds, because of its clean reaction profile and operational simplicity.

Potassium phthalimide-catalysed one-pot multi-component reaction for efficient synthesis of amino-benzochromenes in aqueous media

2014 ◽  
Vol 68 (8) ◽  
Author(s):  
Hamzeh Kiyani ◽  
Fatemeh Ghorbani
Keyword(s):  
Organic Solvent ◽  
Aqueous Media ◽  
Ethyl Cyanoacetate ◽  
Reaction Times ◽  
Aromatic Aldehydes ◽  
Environmentally Benign ◽  
Efficient Synthesis ◽  
Reaction Conditions ◽  
One Pot ◽  
High Yields

Abstract2-Amino-4-aryl-4H-benzo[h]chromenes and 3-amino-1-aryl-1H-benzo[f]chromenes were prepared by treating cyano-methylene compounds (malononitrile or ethyl cyanoacetate), substituted aromatic aldehydes, and naphtholic compounds in the presence of potassium phthalimide as a green, mild, efficient, and commercially available organocatalyst in aqueous media. The procedure was readily conducted and affords remarkable advantages such as safety, short reaction times, environmentally benign milder reaction conditions, no organic solvent required, and high yields.

One-pot and Three-Component Synthesis of α-Benzylamino Pyrones

2017 ◽  
Vol 41 (1) ◽  
pp. 42-44 ◽  
Author(s):  
Jilla Sanchooli ◽  
Alireza Hassanabadi
Keyword(s):  
Oxalic Acid ◽  
Aqueous Media ◽  
Reaction Times ◽  
Aromatic Aldehydes ◽  
Secondary Amines ◽  
Reaction Conditions ◽  
One Pot ◽  
Aerobic Conditions ◽  
Salient Features ◽  
High Yields

The synthesis of α-benzylamino pyrones is described involving the reaction of 4-hydroxy-6-methyl-2 H-pyran-2-one with aromatic aldehydes and secondary amines in the presence of oxalic acid and in aqueous media. The salient features of this protocol are aerobic conditions, short reaction times, milder reaction conditions without additives and high yields.

scholarly journals Comparative Studies on Conventional and Ultrasound-Assisted Synthesis of Novel Homoallylic Alcohol Derivatives Linked to Sulfonyl Dibenzene Moiety in Aqueous Media

2013 ◽  
Vol 2013 ◽  
pp. 1-9 ◽  
Author(s):  
Mohamed F. Mady ◽  
Ahmed A. El-Kateb ◽  
Ibrahim F. Zeid ◽  
Kåre B. Jørgensen
Keyword(s):  
Spectral Data ◽  
Comparative Studies ◽  
Carbonyl Compounds ◽  
Aqueous Media ◽  
Reaction Times ◽  
Ultrasound Irradiation ◽  
Reaction Conditions ◽  
Homoallylic Alcohols ◽  
Ultrasound Assisted ◽  
High Yields

Novel homoallylic alcohols incorporating sulfone moieties were synthesized by the treatment of different carbonyl compounds with allylic bromides in aqueous mediaviasonochemical Barbier-type reaction conditions. Sulfonation ofα-bromoketones with sodium benzenesulfinate in presence of CuI/2,6-lutidine rapidly gaveβ-keto-sulfones in good yields. In general, ultrasound irradiation offered the advantages of high yields, short reaction times, and simplicity compared to the conventional methods. The structures of all the compounds were confirmed by analytical and spectral data.

scholarly journals Solvent-free synthesis of 1-amidoalkyl-2-naphthol and 3-amino-1-phenyl-1H benzo[f]chromene-2-carbonitrile derivatives by Fe3O4@enamine-B(OSO3H)2 as an efficient and novel heterogeneous magnetic nanostructure catalyst

2020 ◽  
Vol 22 (2) ◽  
pp. 9-19 ◽  
Author(s):  
Fangping Li ◽  
Jun Zhang ◽  
Longjiang Wang ◽  
Weijian Liu ◽  
Qahtan A. Yousif
Keyword(s):  
Reaction Times ◽  
Catalytic Amount ◽  
X Ray Diffraction ◽  
One Pot ◽  
X Ray ◽  
Magnetic Nanostructure ◽  
The One ◽  
High Yields ◽  
Green Procedure ◽  
Work Up

AbstractA green procedure for the one-pot three-component synthesis of 1-amidoalkyl-2-naphthol and 3-amino-1-phenyl-1H benzo[f]chromene-2-carbonitrile derivatives from the reaction of 2-naphtol, aldehydes, and malononitrile/acetamide in the presence of a catalytic amount of Fe3O4@enamine-B(OSO3H)2 as an efficient and novel heterogeneous magnetic nanostructure catalyst is described. The catalyst was characterized using Fourier transform infrared spectroscopy (FTIR), thermogravimetric analysis (TGA), vibrating sample magnetometry (VSM), energy dispersive X-ray spectroscopy (EDX), and X-ray diffraction (XRD). These strategies possess some merits such as simple work-up method, easy preparation of the catalyst, short reaction times, good-to-high yields, and non-use of hazardous solvents during all steps of the reactions. Moreover, due to the magnetic nature of the catalyst, it was readily recovered by magnetic decantation and can be recycled at least six runs with no considerable decrease in catalytic activity.

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