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  1. Article ; Online: Ugi Four-Component Reactions Using Alternative Reactants.

    Hooshmand, Seyyed Emad / Zhang, Wei

    Molecules (Basel, Switzerland)

    2023  Volume 28, Issue 4

    Abstract: The Ugi four-component reaction (Ugi-4CR) undoubtedly is the most prominent multicomponent reaction (MCRs) that has sparked organic chemists' interest in the field. It has been widely used in the synthesis of diverse heterocycle molecules such as ... ...

    Abstract The Ugi four-component reaction (Ugi-4CR) undoubtedly is the most prominent multicomponent reaction (MCRs) that has sparked organic chemists' interest in the field. It has been widely used in the synthesis of diverse heterocycle molecules such as potential drugs, natural product analogs, pseudo peptides, macrocycles, and functional materials. The Ugi-4CRs involve the use of an amine, an aldehyde or ketone, an isocyanide, and a carboxylic acid to produce an α-acetamido carboxamide derivative, which has significantly advanced the field of isocyanide-based MCRs. The so-called intermediate nitrilium ion could be trapped by a nucleophile such as azide,
    MeSH term(s) Peptides ; Amines ; Cyanides/chemistry ; Carboxylic Acids ; Aldehydes
    Chemical Substances Peptides ; Amines ; Cyanides ; Carboxylic Acids ; Aldehydes
    Language English
    Publishing date 2023-02-08
    Publishing country Switzerland
    Document type Journal Article ; Review
    ZDB-ID 1413402-0
    ISSN 1420-3049 ; 1431-5165 ; 1420-3049
    ISSN (online) 1420-3049
    ISSN 1431-5165 ; 1420-3049
    DOI 10.3390/molecules28041642
    Database MEDical Literature Analysis and Retrieval System OnLINE

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  2. Article ; Online: Synthesis and Fluorescence Properties of Imidazopyridine-Linked Coumarins via Tandem C(sp

    Hooshmand, Seyyed Emad / Amini, Zahra / Shiri, Morteza / Al-Harrasi, Ahmed

    Journal of fluorescence

    2023  Volume 34, Issue 3, Page(s) 1131–1137

    Abstract: A catalyst-, oxidant-free and green synthetic route for direct access to a series of novel imidazopyridine-linked coumarins has been devised through tandem C( ... ...

    Abstract A catalyst-, oxidant-free and green synthetic route for direct access to a series of novel imidazopyridine-linked coumarins has been devised through tandem C(sp
    Language English
    Publishing date 2023-07-24
    Publishing country Netherlands
    Document type Journal Article
    ZDB-ID 2016892-5
    ISSN 1573-4994 ; 1053-0509
    ISSN (online) 1573-4994
    ISSN 1053-0509
    DOI 10.1007/s10895-023-03345-6
    Database MEDical Literature Analysis and Retrieval System OnLINE

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  3. Article: Fusion of Cellulose and Multicomponent Reactions: Benign by Design

    Yazdani, Hossein / Hooshmand, Seyyed Emad / Stenzel, Martina H.

    ACS sustainable chemistry & engineering. 2022 Mar. 31, v. 10, no. 14

    2022  

    Abstract: With increasing ecological and environmental concerns because of the extensive use of petroleum-based products, the use of natural resources for preparation of functional materials is of great public value. Cellulose is introduced as an ideal and ... ...

    Abstract With increasing ecological and environmental concerns because of the extensive use of petroleum-based products, the use of natural resources for preparation of functional materials is of great public value. Cellulose is introduced as an ideal and promising biomaterial for widespread application which is obtained from biobased sources such as plants, biomass, or bacteria, relying on efficient, scalable, and facile methods. Generally, sulfation, silylation, esterification, phosphorylation, etherification, and oxidation are common reactions that were applied for functionalization of cellulose; however, multicomponent reactions (MCRs), surmised as versatile and assorted approaches, have been deployed for the modification of cellulose. The functionalized celluloses enjoyed various unique phenomena and properties which render them promising biomaterials for various applications ranging from biomedicine to catalysis. Herein, diverse types of prominent MCRs encompassing Biginelli, Hantzsch, Kabachnik–Fields, and Betti, as well as two paramount isocyanide-based MCRs, namely, Passerini and Ugi, have been used in cellulose functionalization. MCRs, which have emerged as significant platforms to generate cellulose-based materials with new properties, are reviewed here with special emphasis on modification, functionalization, and cutting-edge applications such as drug delivery, catalysis, C–H functionalization reaction, and emulsifier, among others.
    Keywords biocompatible materials ; biomass ; carbon-hydrogen bond activation ; catalytic activity ; cellulose ; drugs ; emulsifiers ; esterification ; green chemistry ; medicine ; oxidation ; petroleum ; phosphorylation ; silylation
    Language English
    Dates of publication 2022-0331
    Size p. 4359-4373.
    Publishing place American Chemical Society
    Document type Article
    ISSN 2168-0485
    DOI 10.1021/acssuschemeng.2c00110
    Database NAL-Catalogue (AGRICOLA)

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  4. Article: Synthesis of novel antibacterial and antifungal dithiocarbamate-containing piperazine derivatives via re-engineering multicomponent approach.

    Halimehjani, Azim Ziyaei / Dehghan, Faezeh / Tafakori, Vida / Amini, Elaheh / Hooshmand, Seyyed Emad / Nosood, Yazdanbkhsh Lotfi

    Heliyon

    2022  Volume 8, Issue 6, Page(s) e09564

    Abstract: A metal-free multicomponent synthetic route for the diverse preparation of dithiocarbamate-containing piperazine derivatives was developed through the C-N bond cleavage of DABCO ring. This multicomponent re-engineering approach ... ...

    Abstract A metal-free multicomponent synthetic route for the diverse preparation of dithiocarbamate-containing piperazine derivatives was developed through the C-N bond cleavage of DABCO ring. This multicomponent re-engineering approach proceeds
    Language English
    Publishing date 2022-05-30
    Publishing country England
    Document type Journal Article
    ZDB-ID 2835763-2
    ISSN 2405-8440
    ISSN 2405-8440
    DOI 10.1016/j.heliyon.2022.e09564
    Database MEDical Literature Analysis and Retrieval System OnLINE

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  5. Article ; Online: Novel probe based on rhodamine B and quinoline as a naked-eye colorimetric probe for dual detection of nickel and hypochlorite ions.

    Hooshmand, Seyyed Emad / Baeiszadeh, Behnaz / Mohammadnejad, Masoumeh / Ghasemi, Razieh / Darvishi, Farshad / Khatibi, Ali / Shiri, Morteza / Hussain, Faiq H S

    Scientific reports

    2023  Volume 13, Issue 1, Page(s) 17038

    Abstract: This work demonstrates the design and straightforward syntheses of several novel probe-based on rhodamine B and 2-mercaptoquinoline-3-carbaldehydes as a naked-eye colorimetric probe, indicating a sensitive and selective recognition towards nickel (II) ... ...

    Abstract This work demonstrates the design and straightforward syntheses of several novel probe-based on rhodamine B and 2-mercaptoquinoline-3-carbaldehydes as a naked-eye colorimetric probe, indicating a sensitive and selective recognition towards nickel (II) with a limit of detection 0.30 μmol L
    MeSH term(s) Animals ; Fluorescent Dyes ; Hypochlorous Acid ; Nickel ; Colorimetry ; Ions ; Quinolines ; Mammals
    Chemical Substances rhodamine B (K7G5SCF8IL) ; Fluorescent Dyes ; Hypochlorous Acid (712K4CDC10) ; Nickel (7OV03QG267) ; Ions ; Quinolines
    Language English
    Publishing date 2023-10-09
    Publishing country England
    Document type Journal Article ; Research Support, Non-U.S. Gov't
    ZDB-ID 2615211-3
    ISSN 2045-2322 ; 2045-2322
    ISSN (online) 2045-2322
    ISSN 2045-2322
    DOI 10.1038/s41598-023-44395-x
    Database MEDical Literature Analysis and Retrieval System OnLINE

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  6. Article ; Online: Diversity-oriented catalyst-free synthesis of pseudopeptides containing rhodanine scaffolds via a one-pot sequential isocyanide-based six-component reactions in water using ultrasound irradiation.

    Shaabani, Ahmad / Hooshmand, Seyyed Emad

    Ultrasonics sonochemistry

    2018  Volume 40, Issue Pt A, Page(s) 84–90

    Abstract: A planning strategy for diversity-oriented catalyst-free synthesis of pseudopeptides containing rhodanine scaffolds has been developed via a novel one-pot sequential six-component reaction in water. This approach is an efficient, environmentally friendly ...

    Abstract A planning strategy for diversity-oriented catalyst-free synthesis of pseudopeptides containing rhodanine scaffolds has been developed via a novel one-pot sequential six-component reaction in water. This approach is an efficient, environmentally friendly and expeditious procedure for direct access to wide ranges of pharmacologically significant and structurally interesting compounds based on the union of multicomponent reactions approach via tandem Michael/domino cycloaddition/Ugi reactions sequence from readily available starting materials. The syntheses were achieved by reaction of various primary amines, carbon disulfide, maleic anhydride or itaconic anhydride, aromatic aldehydes, anilines and isocyanides under ultrasound irradiation at room temperature in good yields. Providing of pseudopeptides containing rhodanines with the tandem formation of one new heterocyclic ring as well as creating the seven new bonds such as carbon-carbon, carbon-nitrogen, carbon-oxygen and carbon-sulfur with great efficiency and high atom/bond-forming/structure economy are outstanding features of this designed synthetic route.
    Language English
    Publishing date 2018-01
    Publishing country Netherlands
    Document type Journal Article
    ZDB-ID 1208333-1
    ISSN 1873-2828 ; 1350-4177
    ISSN (online) 1873-2828
    ISSN 1350-4177
    DOI 10.1016/j.ultsonch.2017.06.030
    Database MEDical Literature Analysis and Retrieval System OnLINE

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  7. Article ; Online: Malononitrile dimer as a privileged reactant in design and skeletal diverse synthesis of heterocyclic motifs.

    Shaabani, Ahmad / Hooshmand, Seyyed Emad

    Molecular diversity

    2018  Volume 22, Issue 1, Page(s) 207–224

    Abstract: Malononitrile dimer as a precursor reactant has been extensively applied in the diversity-oriented synthesis of various heterocyclic motifs, bis-heterocyclic compounds, fused heterocycle derivatives, bicyclic bridged heterocyclic scaffolds, and highly ... ...

    Abstract Malononitrile dimer as a precursor reactant has been extensively applied in the diversity-oriented synthesis of various heterocyclic motifs, bis-heterocyclic compounds, fused heterocycle derivatives, bicyclic bridged heterocyclic scaffolds, and highly substituted carbocyclic compounds. These remarkable products were synthesized via various types of reactions, such as cycloaddition, cyclocondensation, cascade/domino/tandem reactions along with multi-component reactions. In addition, the flexibility and high reactivity of malononitrile dimer as a multi-functional reagent and its potential to the preparation of novel beneficial scaffolds as well as biologically active molecules signify it as a suitable building block in total synthesis, medicinal chemistry, and dyes. In the present review, the advances in the chemistry of malononitrile dimer as a potent reagent in organic synthesis have been reported in the past to now.
    MeSH term(s) Chemistry Techniques, Synthetic ; Cyclization ; Drug Design ; Heterocyclic Compounds/chemical synthesis ; Heterocyclic Compounds/chemistry ; Nitriles/chemistry
    Chemical Substances Heterocyclic Compounds ; Nitriles ; Malononitrile dimer (OC6G895YHN)
    Language English
    Publishing date 2018-01-03
    Publishing country Netherlands
    Document type Journal Article ; Review
    ZDB-ID 1376507-3
    ISSN 1573-501X ; 1381-1991
    ISSN (online) 1573-501X
    ISSN 1381-1991
    DOI 10.1007/s11030-017-9807-y
    Database MEDical Literature Analysis and Retrieval System OnLINE

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  8. Article: Gold Nanoparticle-Catalyzed Multicomponent Reactions

    Yazdani, Hossein / Hooshmand, Seyyed Emad / Varma, Rajender S.

    ACS sustainable chemistry & engineering. 2021 Dec. 03, v. 9, no. 49

    2021  

    Abstract: Nanotechnology and nanoscience hold great promise for many multidisciplinary applications, including catalysis where gold nanoparticles (GNPs) are considered “safer and environmentally benign” on account of the fact that they are relatively nontoxic and ... ...

    Abstract Nanotechnology and nanoscience hold great promise for many multidisciplinary applications, including catalysis where gold nanoparticles (GNPs) are considered “safer and environmentally benign” on account of the fact that they are relatively nontoxic and efficient for pivotal applications in natural-product synthesis, organic reactions, pharmaceutical industry, and medicinal chemistry. Since the physicochemical characteristics of GNPs pertain to their shape, size, composition, and surface modification, these features contribute to the reactivity and toxicity of nanomaterials in the catalytic systems. Multicomponent reactions (MCRs) lead to expeditious synthesis of biologically active molecules and active pharmaceutical ingredients (APIs) with atom economy and high efficiency, as well as a low E-factor, and they can be performed in one-pot operations deploying three or more reactants. Thus, applications of GNPs as robust catalysts in MCRs comprise an effective synthetic route with an ideal combination for the augmentation of greener and sustainable methods. Accordingly, cutting-edge examples of gold nanoparticle-catalyzed multicomponent reactions leading to a diverse range of valuable organic molecules such as isoxazolines, propargylamines, 3,4-dihydropyrimidin-2(1H)-ones, pyrans, chromeno[2,3-d]pyrimidins, pyridines, and benzodiazepines are discussed and highlighted.
    Keywords benzodiazepines ; catalytic activity ; gold ; green chemistry ; nanogold ; pharmaceutical industry ; pyrans ; pyridines ; toxicity
    Language English
    Dates of publication 2021-1203
    Size p. 16556-16569.
    Publishing place American Chemical Society
    Document type Article
    ISSN 2168-0485
    DOI 10.1021/acssuschemeng.1c04361
    Database NAL-Catalogue (AGRICOLA)

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  9. Article ; Online: Synthesis of novel antibacterial and antifungal dithiocarbamate-containing piperazine derivatives via re-engineering multicomponent approach

    Azim Ziyaei Halimehjani / Faezeh Dehghan / Vida Tafakori / Elaheh Amini / Seyyed Emad Hooshmand / Yazdanbkhsh Lotfi Nosood

    Heliyon, Vol 8, Iss 6, Pp e09564- (2022)

    2022  

    Abstract: A metal-free multicomponent synthetic route for the diverse preparation of dithiocarbamate-containing piperazine derivatives was developed through the C–N bond cleavage of DABCO ring. This multicomponent re-engineering approach proceeds via the reaction ... ...

    Abstract A metal-free multicomponent synthetic route for the diverse preparation of dithiocarbamate-containing piperazine derivatives was developed through the C–N bond cleavage of DABCO ring. This multicomponent re-engineering approach proceeds via the reaction of amines, CS2 and DABCO salts in one pot. Various DABCO salts and secondary amines are tolerated well in this protocol to afford a broad spectrum of dithiocarbamate-containing piperazines in good to high yields. Then, the selected compounds have been deployed against some critical types of bacteria and fungi. A certain number of synthesized compounds revealed not only appropriate antibacterial activity as investigated by disc fusion and minimum inhibitory concentration methods against bacteria (Gram-positive and Gram-negative), but also depicted good to excellent antifungal activity.
    Keywords Dithiocarbamate ; Piperazines ; Multicomponent reactions ; Antibacterial ; Antifungal ; Science (General) ; Q1-390 ; Social sciences (General) ; H1-99
    Subject code 540
    Language English
    Publishing date 2022-06-01T00:00:00Z
    Publisher Elsevier
    Document type Article ; Online
    Database BASE - Bielefeld Academic Search Engine (life sciences selection)

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  10. Article: Synthesis of novel antibacterial and antifungal dithiocarbamate-containing piperazine derivatives via re-engineering multicomponent approach

    Halimehjani, Azim Ziyaei / Dehghan, Faezeh / Tafakori, Vida / Amini, Elaheh / Hooshmand, Seyyed Emad / Nosood, Yazdanbkhsh Lotfi

    Heliyon. 2022 June, v. 8, no. 6

    2022  

    Abstract: A metal-free multicomponent synthetic route for the diverse preparation of dithiocarbamate-containing piperazine derivatives was developed through the C–N bond cleavage of DABCO ring. This multicomponent re-engineering approach proceeds via the reaction ... ...

    Abstract A metal-free multicomponent synthetic route for the diverse preparation of dithiocarbamate-containing piperazine derivatives was developed through the C–N bond cleavage of DABCO ring. This multicomponent re-engineering approach proceeds via the reaction of amines, CS₂ and DABCO salts in one pot. Various DABCO salts and secondary amines are tolerated well in this protocol to afford a broad spectrum of dithiocarbamate-containing piperazines in good to high yields. Then, the selected compounds have been deployed against some critical types of bacteria and fungi. A certain number of synthesized compounds revealed not only appropriate antibacterial activity as investigated by disc fusion and minimum inhibitory concentration methods against bacteria (Gram-positive and Gram-negative), but also depicted good to excellent antifungal activity.
    Keywords antibacterial properties ; antifungal properties ; cleavage (chemistry) ; minimum inhibitory concentration ; piperazine
    Language English
    Dates of publication 2022-06
    Publishing place Elsevier Ltd
    Document type Article
    ZDB-ID 2835763-2
    ISSN 2405-8440
    ISSN 2405-8440
    DOI 10.1016/j.heliyon.2022.e09564
    Database NAL-Catalogue (AGRICOLA)

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