Nanosized TiO2 as a Recyclable Heterogeneous Catalyst for the Synthesis of Tetrahydrobenzo[b]pyran Derivatives

An electrochemical reduction method was used for the preparation of TiO₂ nanoparticles in which agglomeration with formation of undesired metal powders is prevented by the presence of ammonium stabilizers. These synthesized nanoparticles were characterized by UV–Visible, XRD, SEM–EDS and TEM analysis techniques. These synthesized nanoparticles of TiO₂ were tested as heterogeneous catalyst for the synthesis of tetrahydrobenzo[b]pyran derivative using three components reaction of aromatic aldehyde, dimedione and malononitrile by simply stirring at room temperature in a solvent free condition.     

A Green Synthesis of Tetrahydrobenzo[b]pyran Derivatives through Three-Component Condensation Using N-Methylimidazole as Organocatalyst

Summary. An efficient and convenient approach to the synthesis of 2-amino-3-cyano-4-aryl-7,7-dimethyl-5-oxo-4H-5,6,7,8-tetrahydrobenzo[b]pyran derivatives using N-methylimidazole as the organocatalyst (20 mol%) is described. This method has several advantages, such as mild conditions, high yields, and simple work-up procedure.     

水相中无催化剂合成四氢苯并吡喃衍生物

水相中无催化剂合成了2-氨基-7,7-二甲基-5-氧代-4-芳基-4H-苯并吡喃-3-氰基-5,6,7,8-四氢苯并[b]吡喃,其结构经1H NMR,IR和元素分析表征。     

A Mild and Environmentally Benign Synthesis of Tetrahydrobenzo[b]pyrans and Pyrano[c]chromenes Using Pectin as a Green and Biodegradable Catalyst

Pectin was applied as a green and biodegradable catalyst for the one‐pot three‐component synthesis of tetrahydrobenzo[b]pyrans and pyrano[c]chromenes, from the condensation between aromatic aldehydes, malononitrile, and dimedone or 4‐hydroxycumarine at ambient temperature. This protocol has many advantages such as mild conditions, high yields, environmental benignity, simple work‐up procedures, short reaction time, as well as the use of a natural, easily accessible, convenient handling, and inexpensive catalyst. Another advantage of this method is that the products do not require further purification such as column chromatography.     

Synthesis of Some New Tetrahydrobenzo[b]thiophene Derivatives and Tetrahydrobenzothienopyrimidine Derivatives Under Microwave Irradiation

A simple, straightforward method to synthesize 2,9-dicarbanitrile-1, 10-phenanthroline from 2,9-dimethyl-1, 10-phenanthroline via 2,9-dicarbamoyl-1, 10-phenanthroline is described.     

1,4-Diazabicyclo[2.2.2]octane as an Efficient Catalyst for a Clean,One-Pot Synthesis of Tetrahydrobenzo[b]pyran Derivatives via Multicomponent Reaction in Aqueous Media

1,4-Diazabicyclo[2.2.2]octane (DABCO) has been used as a mild and efficient catalyst for the synthesis of various tetrahydrobenzo[b]pyran derivatives via a one-pot, three component condensation of aromatic aldehydes, dimedone, and active methylene compounds. This method provides several advantages: a simple workup procedure, environmental friendliness, neutral conditions, and good yields. In addition, water or 50% aqueous ethanol was chosen as a green solvent.

Synthesis of Quinoline Derivatives by [4+2]Cycloaddition Reaction

Synthesis of quinoline derivatives by Lewis acid catalyzed [4+2]cycloaddition was investigated.     

Molecular Iodine: An Efficient Catalyst for the Synthesis of Tetrahydrobenzo[b]pyrans

An iodine/DMSO system is introduced as an excellent catalyst in three‐component coupling reactions of tetrahydrobenzo[b]pyran synthesis. The reaction proceeds quickly under very mild reaction conditions.     

纳米 Ce1MgxZr1-xO2 固体多相催化剂的制备、表征及催化合成四氢苯并[b]吡喃衍生物的性能

 A series of Ce1MgxZr1-xO2 mixed metal oxides with different molar ratios were prepared by simple co-precipitation and were characterized by X-ray diffraction, infrared spectroscopy, scanning electron microscopy, energy dispersive spectroscopy, temperature-pro- grammed desorption of CO2, and N2 adsorption techniques. The prepared materials were tested for catalytic activity by the synthesis of tet-rahydrobenzo[b]pyran derivatives using a three component reaction (aromatic aldehydes, malononitrile, and dimedone) in an ethanol me-dium. The best catalytic activity was obtained with Ce1Mg0.6Zr0.4O2. The particle size or crystallite size was estimated using the De-bye-Scherrer equation. The addition of magnesium oxide into the ceria-zirconia lattice resulted in the formation of nanosized particles rang-ing from 5.41 to 9.78 nm. This work describes the catalytic behavior of magnesium oxide in mixed metal oxide systems.     

Efficient One-Pot Synthesis of Tetrahydrobenzo[c]xanthene-1,11-dione Derivatives Under Microwave Irradiation

An efficient one-pot condensation of 4-hydroxylcoumarin, aromatic aldehydes, and 5,5-dimethylcyclohexane-1,3-dione has been achieved with molecular iodine as a catalyst via conventional heating and microwave irradiation techniques, and thus a variety of new tetrahydrobenzo[c]xanthene-1,11-dione derivatives were prepared in good yields.     

Synthesis,Characterization and Biological Activity of Tetrahydrobenzo[4,5]thieno[2,3-d]pyrimidine Derivatives as Epidermal Growth Factor Receptor Inhibitors

Based on the molecular docking studies, which were performed to position Erlotinib and the target compounds into the active site of the epidermal growth factor receptor(EGFR) to determine the probable binding model, a novel series of 5,6,7,8-tetrahydrobenzo[4,5]thieno[2,3-d]pyrimidine derivatives as the novel potential EGFR kinase inhibitors was designed and synthesized. The antitumor activity of all the target compounds against human pulmonary carcinoma cell line A549 has been screened. Of all the target compounds, 4-[2-(1-piperidyl)carbonylmethoxyl- phenthio]-5,6,7,8-tetrahydrobenzo[4,5]thieno[2,3-d]pyrimidine(7j) demonstrated the most potent antitumor activity. Several of the target compounds exhibited moderate antitumor activity. The preliminary structure-activity relationships of some target compounds were summarized.     

A Recyclable and Highly Effective ZnO-beta Zeolite as a Catalyst for One-pot Three-Component Synthesis of Tetrahydrobenzo[b]pyrans

4H‐Benzo[b]pyrans was synthesized under reflux condition in ethanol via condensation of benzaldehyde, malononitrile and dimedone with ZnO‐beta zeolite as an inexpensive and effective catalyst. The key features of the reported protocols are good to excellent yields, short reaction time and recovery and reusability of catalytic material.     

Synthesis of Quinoline Derivatives by Multicomponent Reaction Using Niobium Pentachloride as Lewis Acid

The aim of this work was to investigate the use of NbCl₅ as a Lewis acid in multicomponent reactions between benzaldehyde, aniline derivatives and phenylacetylene in the synthesis of quinoline derivatives. The effects of the temperature and substituents in the aromatic ring of the aniline were also evaluated. The reactions were carried out at low concentration of niobium and in relatively short reaction times, resulting in yields ranging from 67 to 96%.     

以有序介孔二氧化硅纳米粒子为可再生催化剂多组分一锅法合成4H-氧萘衍生物(英文)

A simple,efficient and environmentally benign protocol for the synthesis of 4H-chromene derivatives was developed using bio-compatible,neutral,and recoverable mesoporous silica nanoparticles as a catalyst.The 4H-chromene derivatives were obtained in excellent yields by three component reaction of an aldehyde or isatin,malononitrile,and cyclic 1,3-diketones in ethanol at 60℃.     

无溶剂研磨条件下四氢苯并吡喃衍生物的一锅法合成

四氢苯并吡喃衍生物在药物和农药研究中有着广泛的用途. 基于合成这类化合物的传统方法所用溶剂多为对环境不利的极性溶剂, 且合成需分步进行, 在提倡绿色化学和发展节约型经济的今天, 如何改良这类反应已成为一个热点. 本工作通过选择不同的碱尝试反应最佳条件, 发现用价廉易得的碳酸钾为碱, 对不同官能团取代的底物芳醛采用研磨的手段, 在无溶剂条件下, 一锅法可成功合成四氢苯并吡喃衍生物. 该法条件温和, 收率高, 易于操作, 对环境影响小.     

喹啉衍生物的合成

以6-氨基胡椒醛为原料,与α-位有活泼亚甲基羰基的化合物发生Friedlander缩合,得到喹啉衍生物3a-3d。其结构经IR,^1H NMR和MS予以证实。3c为未见文献报道的新化合物。     

Synthesis of New Quinoline Derivatives

The synthesis of some new functionalized quinolyl derivatives has been described, based on the 1,3‐dipolar cycloaddition of an azomethine ylide, generated from sarcosine or N‐benzylglycine and paraformaldehyde, to 2‐chloro‐3‐quinolinecarbaldehydes.     

Imidazolium-Based Ionic Network as a Robust Heterogeneous Catalyst in Synthesis of Phenacyl Derivatives

A new imidazolium-based poly(ionic liquid) has been synthesized and used as a robust heterogeneous catalyst for the preparation of phenacyl derivatives by an S_N2 reaction of different phenacyl bromides with a broad range of nucleophiles. The products are obtained in high yields under mild conditions. The catalyst can be recycled efficiently.

     

Synthesis of Bridged Tetrahydrobenzo[b]azepines and Derivatives through an Aza-Piancatelli Cyclization/Michael Addition Sequence

Herein, we report the preparation of bridged tetrahydrobenzo[b]azepines, which was accomplished through an aza-Piancatelli cyclization/Michael addition sequence in a one-pot fashion from readily available precursors. It is noteworthy that a general method to access these scaffolds was hitherto unprecedented. Additionally, the multifaceted aspects of this process have been exemplified through its application to the synthesis of 2-azabicyclo[3.2.1]octanes and bridged tetrahydrobenzo[b]oxepines, along with post-derivatizations.