4.6 Article

Ultrasound assisted multicomponent reactions: a green method for the synthesis of highly functionalized selenopyridines using reusable polyethylene glycol as reaction medium

期刊

RSC ADVANCES
卷 5, 期 28, 页码 22168-22172

出版社

ROYAL SOC CHEMISTRY
DOI: 10.1039/c5ra02403j

关键词

-

资金

  1. DST, New Delhi [SR/FT/CS-042/2009]
  2. IIT Patna
  3. CSIR New Delhi

向作者/读者索取更多资源

A simple and benign one-pot protocol for the synthesis of 2-amino selenopyridine derivatives 4 has been developed using ultrasound assisted multicomponent reactions of aldehydes, malononitrile and benzeneselenol in polyethylene glycol (PEG-400). Under similar reaction conditions, sterically hindered o,o'-disubstituted aromatic aldehydes provide the corresponding functionalized seleno dihydropyridines 5. In this process in total four new bonds (two C-C, one C-N and one C-Se) forms in one pot.

作者

我是这篇论文的作者
点击您的名字以认领此论文并将其添加到您的个人资料中。

评论

主要评分

4.6
评分不足

次要评分

新颖性
-
重要性
-
科学严谨性
-
评价这篇论文

推荐

Article Chemistry, Physical

Thioxanthone-based organic probe with aggregation enhanced emission and exceptional mineral acids sensing abilities

Syed Imran Hassan, Ashanul Haque, Yassin A. Jeilani, Rashid Ilmi, Md. Serajul Haque Faizi, Imran Khan, Md. Mushtaque

Summary: The development of fluorescent probes for naked eye analyte detection is a promising research area. The reported DA-D type thioxanthone-based luminophore exhibited reversible acid-base sensing ability and aggregation-enhanced emission characteristics. The probe also showed pH dependent emission color and an intramolecular charge transfer process between donor and acceptor units.

JOURNAL OF MOLECULAR STRUCTURE (2021)

Article Polymer Science

Synthesis of novel coumarin containing conjugated fluorescent polymers by Suzuki cross-coupling reactions and their chemosensing studies for iron and mercury ions

Prabhas Bhaumick, Asim Jana, Lokman H. Choudhury

Summary: Conjugated fluorescent polymers containing coumarin monomers were synthesized through Suzuki-Miyaura cross-coupling reaction. These polymers exhibit stability over 300 degrees C and show intense fluorescence, with P3 having a quantum yield of 0.73 in DMF. Additionally, P3 was identified as a selective fluorescence chemosensor for detecting Hg(II) and Fe(II)/Fe(III) ions in water.

POLYMER (2021)

Article Chemistry, Organic

Visible Light-Mediated C(sp(2))-H Selenylation of Amino Pyrazole and Amino Uracils in the Presence of Rose Bengal as an Organophotocatalyst

Danish Ali, Tasneem Parvin, Lokman H. Choudhury

Summary: In this study, we have developed an efficient method for the synthesis of alkyl, benzyl, and phenyl selenoethers of aminopyrazoles and aminouracils using visible light and Rose Bengal as an organophotocatalyst. The reaction proceeded smoothly, providing the desired compounds in good to very good yields. This method offers several advantages including metal-free conditions, high yields, use of an organic photocatalyst, and broad substrate scope.

JOURNAL OF ORGANIC CHEMISTRY (2022)

Article Spectroscopy

A reversible and efficient probe for dual mode recognition of Al3+ and Cu2+ with logic gate behaviour: Crystal structure, theoretical and in-vivo bio-imaging investigations

Pranjalee Yadav, Rohit Kumar, S. Srikrishna, Anoop Kumar Pandey, Lokman H. Choudhury, Chandan Upadhyay, Vinod P. Singh

Summary: This work presents the synthesis, characterization, crystal structure and spectroscopic investigations of isophthalohydrazide based probe. The probe selectively detects Al3+ and Cu2+ in aqueous ethanol via fluorometric and colorimetric methods. Sensing mechanism is explored with UV-Vis, fluorescence spectroscopy and H-1 NMR titration, and confirmed with computational results.

SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY (2022)

Article Chemistry, Multidisciplinary

Synthesis of Pentacyclic Pyran Fused Pyrazolo Benzo[h]quinolines by Multicomponent Reaction and Their Photophysical Studies

Rahul Yadav, Darakshan, Prabhas Bhaumick, Lokman H. Choudhury, Tasneem Parvin

Summary: A new method for the synthesis of pentacyclic pyran fused pyrazolo benzo[h]quinolines was reported in this study, which involved a one-pot reaction in acetic acid medium. The method allowed the formation of new bonds and rings, resulting in the synthesis of bioactive compounds. The method has the advantages of one-pot process, short reaction time, easier purification, and good product yields.

CHEMISTRYSELECT (2022)

Article Chemistry, Organic

Sc(OTf)3-Mediated One-Pot Synthesis of Coumarin-Fused Furans: A Thiol-Dependent Reaction for the Easy Access of 2-Phenyl-4H-furo[3,2-c]chromen-4-ones

Asim Jana, Danish Ali, Prabhas Bhaumick, Lokman H. Choudhury

Summary: In this study, we present a simple and efficient method for the preparation of novel thioether-linked coumarin-fused furans through a one-pot three-component reaction of arylglyoxal, 4-hydroxycoumarin, and various aromatic thiols in the presence of Sc(OTf)3 as a catalyst. This method is also applicable to cyclic 1,3-dicarbonyls and provides good to excellent yields of products with multiple pharmaceutically important motifs.

JOURNAL OF ORGANIC CHEMISTRY (2022)

Article Polymer Science

Multicomponent click polymerization for the synthesis of coumarin containing 1,4-polytriazoles and their application as dye adsorbent

Prabhas Bhaumick, Lokman H. Choudhury

Summary: In this study, a one-pot synthesis of novel coumarin-triazole polymers was reported and characterized. The polymers showed high dye removal efficiency and maintained excellent removal performance during multiple cycles.

POLYMER (2022)

Article Chemistry, Multidisciplinary

Iodine-Catalyzed Multicomponent Synthesis of Highly Fluorescent Pyrimidine-Linked Imidazopyridines

Swadhin Swaraj Acharya, Prabhas Bhaumick, Rohit Kumar, Lokman H. Choudhury

Summary: A metal-free one-pot three-component reaction for the synthesis of pyrimidine-linked imidazopyridines using aryl methyl ketones, 2-aminopyridines, and barbituric acids was reported. The reaction was catalyzed by a small amount of molecular iodine in DMSO medium and involved C-H oxidation and the formation of one C-C and two C-N bonds. Various aryl methyl ketones and 2-aminopyridines were found to be suitable substrates. The synthesized products exhibited good to excellent UV and fluorescence properties, with compounds 4p and 4q showing the highest fluorescence quantum yield (0.36) in water medium under basic conditions, and compound 4c showing the highest fluorescence quantum yield (0.75) in DMSO medium.

ACS OMEGA (2022)

Article Chemistry, Multidisciplinary

Chiral Iodotriptycenes: Synthesis and Catalytic Applications

Nasim Khan, Katsunori Itaya, Thomas Wirth

Summary: New iodotriptycenes, including chiral derivatives, have been synthesized and their catalytic potential in oxidative transformations has been investigated. The enantioselectivities of the products using chiral iodotriptycene catalysts are low, likely due to the large distances between the coordinating groups and the iodine moieties in these compounds.

CHEMISTRYOPEN (2022)

Article Chemistry, Organic

Multicomponent Synthesis of Fluorescent Thiazole-Indole Hybrids and Thiazole-Based Novel Polymers

Prabhas Bhaumick, Rohit Kumar, Swadhin S. Acharya, Tasneem Parvin, Lokman H. Choudhury

Summary: Here, we present an efficient multicomponent reaction for the synthesis of trisubstituted thiazoles from readily available starting materials. The reaction yields good to excellent results and can also be used to synthesize structurally interesting bis-thiazoles. The structures of the products were confirmed through spectroscopic analysis and single-crystal X-ray diffraction. The indole-linked thiazole compounds produced by this method exhibit significant fluorescence properties. Furthermore, the scope of this reaction can be expanded to prepare novel polymers.

JOURNAL OF ORGANIC CHEMISTRY (2022)

Article Chemistry, Organic

HFIP-mediated multicomponent reactions for the synthesis of fluorescent quinoline-fused pyrroles

Rohit Kumar, Swadhin Swaraj Acharya, Prabhas Bhaumick, Tasneem Parvin, Lokman H. Choudhury

Summary: In this study, a metal-free multicomponent reaction was developed for the synthesis of diverse quinoline-fused pyrroles. The reaction utilized 1,1,1,3,3,3-hexafluoro isopropanol (HFIP) as a reaction medium and promoter, and proceeded under reflux conditions. The methodology demonstrated good yields and regioselectivity, and was applicable to a wide range of substrates. The synthesized fused pyrroles exhibited fluorescence properties, with several compounds showing very good fluorescence quantum yields.

TETRAHEDRON (2023)

Article Chemistry, Multidisciplinary

Metal-Free Synthesis of Pyrimidine and Naphthoquinone-Fused Pyrroles from Arylglyoxal-Based Domino Reactions

Anoop Kumar Panday, Danish Ali, Tasneem Parvin, Lokman H. H. Choudhury

Summary: In this study, acid-mediated two and three-component domino reactions of cyclic enamines with arylglyoxals were reported for the synthesis of diverse fused pyrroles. Different reaction conditions led to the formation of various fused pyrrole structures with different substituents. These reactions provide a convenient and efficient strategy for the synthesis of complex pyrrole-containing compounds.

CHEMISTRYSELECT (2023)

Article Crystallography

Crystal structure, Hirshfeld surface analysis and DFT study of (5E,5'E,6Z,6'Z)-6,6'-[ethane-1,2-diylbis(azanylylidene)]bis{5-[2-(4-fluorophenyl)- hydrazono]-3,3-dimethylcyclohexanone} 2.5-hydrate

Malahat Musrat Kurbanova, Md Serajul Haque Faizi, Emine Berrin Cinar, Asif Jamal, Mustafa Cemberci, Arzu Sadigova, Rizvan Askerov, Necmi Dege, Tahera Nabi

Summary: The title compound, C30H34F2N6O2.2.5H(2)O, was synthesized by condensation of 2-[2-(4-fluorophenyl)hydrazono]-5,5-dimethylcyclohexan-1,3-dione with ethylenediamine in ethanol and crystallized as a 1:2.5 hydrate in space group C2/c. The two independent molecules, with distinct conformations and packing environments, play a crucial role in stabilizing the crystal structure. Analysis of the Hirshfeld surface demonstrates that H...H contacts contribute significantly (48-50%) to the crystal packing. Density functional theory (DFT) calculations reveal a LUMO-HOMO energy gap of 0.827 eV for the molecule.

ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS (2023)

Article Chemistry, Organic

Sc(OTf)3-Mediated One-Pot Synthesis of Coumarin-Fused Furans: A Thiol-Dependent Reaction for the Easy Access of 2-Phenyl-4H-furo[3,2-c]chromen-4-ones

Asim Jana, Danish Ali, Prabhas Bhaumick, Lokman H. Choudhury

Summary: Here, we describe a simple and efficient method for the synthesis of novel thioether-linked coumarin-fused furans. By employing a one-pot three-component reaction using arylglyoxal, 4-hydroxycoumarin, and various aromatic thiols as starting materials and Sc(OTf)(3) as catalyst, we successfully obtained the desired products. This methodology is also applicable to cyclic 1,3-dicarbonyls and allows for the formation of either a three-component thioether-linked coumarin-fused furan or a two-component furocoumarin product, depending on the choice of thiols. The wide substrate scope, high yields, and presence of important pharmaceutically relevant motifs make this methodology highly valuable.

JOURNAL OF ORGANIC CHEMISTRY (2022)

Article Crystallography

Synthesis and structural characterization of hexa-μ2-chlorido-μ4-oxido-tetrakis{[4-(phenylethynyl)-pyridine-κN]copper(II)} dichloromethane monosolvate

Rayya A. Al Balushi, Muhammad S. Khan, Md Serajul Haque Faizi, Ashanul Haque, Kieran Molloy, Paul R. Raithby

Summary: The crystal structure of the compound [Cu4Cl6O(C13H9N)4]·CH2Cl2 features a Cu-4 tetrahedron core with copper(II) cations coordinated to central O atom, chlorido ligands, and the 4-phenylethynylpyridine ligand. Intermolecular interactions such as C-H···Cl, C-H···π, and π-π contribute to linking the molecules and forming a three-dimensional network. Hirshfeld surface analysis indicates that packing arrangement is mainly influenced by H···H and C···H/H···C interactions.

ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS (2021)

暂无数据