Formation of zwitterionic salts via three-component reaction of benzimidazolium bromides, aromatic aldehydes and 1,3-indanedione

RSC Advances ◽  
2016 ◽  
Vol 6 (87) ◽  
pp. 84379-84387 ◽  
Author(s):  
Gong Jin ◽  
Jing Sun ◽  
Chao-Guo Yan
Keyword(s):  
Aromatic Aldehydes ◽  
Base Catalyst ◽  
Three Component Reaction

The three-component reaction in ethanol in the presence of triethylamine as base catalyst resulted in the unusual charge-separated zwitterionic salts in good yields.

scholarly journals A new one-pot three-component synthesis of 4-aryl-6-cycloamino-1,3,5-triazin-2-amines under microwave irradiation

Synthesis ◽  
2021 ◽  
Author(s):  
Muhammad Syafiq Bin Shahari ◽  
Ahmad Junaid ◽  
Edward R. T. Tiekink ◽  
Anton V. Dolzhenko
Keyword(s):  
Microwave Irradiation ◽  
Aromatic Aldehydes ◽  
Antileukemic Activity ◽  
One Pot ◽  
Biological Screening ◽  
X Ray ◽  
X Ray Crystallography ◽  
Cyclic Amines ◽  
Three Component Reaction ◽  
Fast Synthesis

A new method for the fast synthesis of diverse 4-aryl-6-cycloamino-1,3,5-triazin-2-amines was developed. The synthesis is performed under microwave irradiation in a one-pot manner from cyanoguanidine, aromatic aldehydes, and cyclic amines. Their three-component reaction in the presence of hydrochloric acid produced dihydrotriazines, which were then converted (without isolation) to the targeted compounds via aromatic dehydrogenation in the presence of alkali. The reaction tolerated various aromatic aldehydes (including heterocyclic) and cyclic amines. Crystal structures of two representative 4-aryl-6-morpholino-1,3,5-triazin-2-amines were established by X-ray crystallography. The results of preliminary biological screening identified potent antileukemic activity for 6-(3,4-dihydroisoquinolin-2(1<i>H</i>)-yl)-4-phenyl-1,3,5-triazin-2-amine.

Application of Fe3O4@SiO2/(CH2)3-[imidazolium-SO3H]Cl as a robust, magnetically recoverable solid acid catalyst for the facile preparation of arylbispyranylmethanes

2017 ◽  
Vol 95 (12) ◽  
pp. 1248-1252 ◽  
Author(s):  
Mohammad Ali Zolfigol ◽  
Mahdiyeh Navazeni ◽  
Meysam Yarie ◽  
Roya Ayazi-Nasrabadi
Keyword(s):  
Effective Potential ◽  
Solid Acid ◽  
Solid Acid Catalyst ◽  
Acid Catalyst ◽  
Aromatic Aldehydes ◽  
Core Shell ◽  
Synthetic Procedure ◽  
Three Component Reaction ◽  
Facile Preparation ◽  
Green Conditions

In this study, Fe3O4@SiO2/(CH2)3-[imidazolium-SO3H]Cl shows robust promoting capability in the synthesis of arylbispyranylmethane derivatives under mild and green conditions. Arylbispyranylmethanes were synthesized via efficient three-component reaction of various aromatic aldehydes with 4-hydroxy-6-methyl-2H-pyran-2-one. The nanomagnetic core-shell catalyst presented effective potential of at least eight times recycling applicability in the described synthetic procedure.

scholarly journals Zn(L-proline)2: An efficient and reusable organocatalyst for the synthesis of polyfunctionally substituted pyrans and 2-amino-4-aryl-8-oxo-4,8-dihydropyrano[3,2-b]pyran derivatives

2019 ◽  
Vol 10 (2) ◽  
pp. 166-170 ◽  
Author(s):  
Fatma Ahmed Abo Elsoud ◽  
Mohamed Abd-Elmonem ◽  
Mohamed Abo Elsebaa ◽  
Kamal Usef Sadek
Keyword(s):  
Kojic Acid ◽  
Aromatic Aldehydes ◽  
Efficient Synthesis ◽  
Atom Economy ◽  
Short Reaction Time ◽  
Biologically Relevant ◽  
Three Component Reaction ◽  
High Yields ◽  
Organometallic Catalyst ◽  
Work Up

Efficient synthesis of non-annulated 2-amino-4H-pyrans and 2-amino-8-oxo-4,8-dihydropyrano[3,2-b]pyran derivatives, which are biologically relevant heterocycles is achieved, utilizing a domino three-component reaction of ethyl acetoacetate or kojic acid with aromatic aldehydes and malononitrile catalyzed by Zn(L-proline)2 as reusable organometallic catalyst. The process exhibits high atom economy, short reaction time, simple work up, high yields and environmentally friendly nature. Excellent yields of the targeted molecules have been obtained.

scholarly journals Synthesis of Naphthoxazinones in a One-Pot Two-Step Manner by the Application of Propylphosphonic Anhydride (T3P®)

Chemistry ◽  
2020 ◽  
Vol 2 (2) ◽  
pp. 600-612
Author(s):  
Valentina Varga ◽  
Péter Ábrányi-Balogh ◽  
Mátyás Milen
Keyword(s):  
High Temperature ◽  
Aromatic Aldehydes ◽  
One Pot ◽  
Optimal Procedure ◽  
Three Component Reaction

A sequential one-pot two-step protocol has been elaborated for the synthesis of naphthoxazinones from 2-naphthol, methyl carbamate, and aromatic aldehydes. First, a three-component reaction was optimized with the dehydrating additive propylphosphonic anhydride (T3P®), resulting in 1-carbamatoalkyl 2-naphthols in good to excellent yields. Following the successful multicomponent approach, intramolecular acylation was performed at high temperature, again with the contribution of T3P®, resulting in naphthoxazinone derivatives in moderate yields. These two steps were optimized together in one-pot as well, and the sequential rise in the requisite temperature eventuated the optimal procedure for the multistep cascade.

CeCl3·7H2O as mild and efficient catalyst for the one-pot multicomponent synthesis of 8-aryl-7,8-dihydro[1,3]dioxolo[4,5-g]chromen-6-ones

2011 ◽  
Vol 76 (4) ◽  
pp. 235-241 ◽  
Author(s):  
Li-Qiang Wu ◽  
Wei-Lin Li ◽  
Fu-Lin Yan
Keyword(s):  
Aromatic Aldehydes ◽  
Environmentally Benign ◽  
Multicomponent Synthesis ◽  
One Pot ◽  
Efficient Catalyst ◽  
Solvent Free Conditions ◽  
Three Component Reaction ◽  
The One ◽  
High Yields ◽  
Work Up

A series of new 8-aryl-7,8-dihydro[1,3]dioxolo[4,5-g]chromen-6-ones were synthesized via a three-component reaction of 3,4-methylenedioxyphenol, aromatic aldehydes and Meldrum’s acid in the presence of CeCl3·7H2O under solvent-free conditions. The method provided several advantages such as easy work-up, high yields and environmentally benign procedure.

Cyclopropanes in water: a diastereoselective synthesis of substituted 2H-chromen-2-one and quinolin-2(1H)-one linked cyclopropanes

2016 ◽  
Vol 18 (7) ◽  
pp. 2201-2205 ◽  
Author(s):  
Ashish Anand ◽  
Jayashree Yenagi ◽  
J. Tonannavar ◽  
Manohar V. Kulkarni
Keyword(s):  
Aromatic Aldehydes ◽  
Diastereoselective Synthesis ◽  
One Pot ◽  
Three Component Reaction ◽  
Substituted Cyclopropanes

A one-pot three component reaction has been developed for the synthesis of substituted cyclopropanes employing 4-bromomethyl-2H-chromen-2-one/quinolin-2(1H)-ones, aromatic aldehydes and activated nitriles.

scholarly journals Ferrocene-Containing Ionic Liquid Supported on Silica Nanospheres (SiO2@Imid-Cl@Fc) as a Mild and Efficient Heterogeneous Catalyst for the Synthesis of Pyrano[3,2-b]Pyran Derivatives Under Ultrasound Irradiation

2018 ◽  
Vol 42 (1) ◽  
pp. 7-12 ◽  
Author(s):  
Reza Teimuri-Mofrad ◽  
Somayeh Esmati ◽  
Masoumeh Rabiei ◽  
Mahdi Gholamhosseini-Nazari
Keyword(s):  
Ionic Liquid ◽  
Reaction Times ◽  
Aromatic Aldehydes ◽  
Ultrasound Irradiation ◽  
Xrd Analysis ◽  
Catalytic Performance ◽  
Significant Loss ◽  
One Pot ◽  
X Ray ◽  
Three Component Reaction

A novel heterogeneous silica nanosphere-supported ferrocene-containing ionic liquid catalyst (SiO2@Imid-Cl@Fc) was designed and synthesised and was systematically characterised by Fourier transform infrared (FTIR) spectroscopy, field emission scanning electron microscopy (FE-SEM), energy dispersive X-ray (EDX) and X-ray diffraction (XRD) analysis. The catalytic activity of the SiO2@Imid-Cl@Fc catalyst was tested in a one-pot, three-component reaction of malononitrile and kojic acid with 15 aromatic aldehydes at room temperature under ultrasound irradiation. The products were pyrano[3,2-b]pyran derivatives, four of which are new. The catalyst exhibited good catalytic performance over short reaction times (15–20 min) and could be recycled at least five times without significant loss of activity.

Three-Component Reaction of Dimedone with Aromatic Aldehydes and 5-Aminotetrazole

2019 ◽  
Vol 89 (5) ◽  
pp. 881-885
Author(s):  
V. L. Gein ◽  
A. N. Prudnikova ◽  
A. A. Kurbatova ◽  
M. V. Dmitriev ◽  
V. V. Novikova ◽  
...  
Keyword(s):  
Aromatic Aldehydes ◽  
Three Component Reaction
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