Synthesis of Aminofuran-Linked Benzimidazoles and Cyanopyrrole-Fused Benzimidazoles by Condition-Based Skeletal Divergence.

Abstract:

:A condition-based skeletal divergent synthesis was explored to achieve skeletal diversity in two component condensation reaction. Cyanomethyl benzimidazole was reacted with α-bromoketone under thermal conditions to furnish 2-aminofuranyl-benzimidazoles, while the same reaction afforded 3-cyano-benzopyrrolo-imidazoles under microwave irradiation. Two nonequivalent nucleophilic centers on benzimidazole moiety were manipulated elegantly by different reaction conditions to achieve the skeletal diversity.

journal_name

ACS Comb Sci

authors

Hsu WS,Tsai MH,Barve IJ,Yellol GS,Sun CM

doi

10.1021/acscombsci.7b00052

subject

Has Abstract

pub_date

2017-07-10 00:00:00

pages

492-499

issue

7

eissn

2156-8952

issn

2156-8944

journal_volume

19

pub_type

杂志文章
  • Facile diversity-oriented synthesis and antitubercular evaluation of novel aryl and heteroaryl tethered pyridines and dihydro-6H-quinolin-5-ones derived via variants of the Bohlmann-Rahtz Reaction.

    abstract::The diversity oriented synthesis of substituted pyridines and dihydro-6H-quinolin-5-ones tethered with aryls and heteroaryls was achieved in very good yields through CeCl(3)·7H(2)O-NaI catalyst via variants of the Bohlmann-Rahtz reaction. β-Enaminones derived from various aryl and heteroaryl methyl ketones were regios...

    journal_title:ACS combinatorial science

    pub_type: 杂志文章

    doi:10.1021/co2000604

    authors: Kantevari S,Patpi SR,Addla D,Putapatri SR,Sridhar B,Yogeeswari P,Sriram D

    更新日期:2011-07-11 00:00:00

  • Combinatorial high-throughput screening for highly active Pd-Ir-Ce based ternary catalysts in electrochemical oxygen reduction reaction.

    abstract::A combinatorial library having 66 different ternary compositions of Pd-Ir-Ce was prepared via the impregnation method to find the optimum ternary composition with the highest performance toward oxygen reduction reaction (ORR) in acid media. Its performance in ORR activity of the combinatorial array was evaluated throu...

    journal_title:ACS combinatorial science

    pub_type: 杂志文章

    doi:10.1021/co400008v

    authors: Park SH,Choi CH,Koh JK,Pak C,Jin SA,Woo SI

    更新日期:2013-11-11 00:00:00

  • An Integrated Microfluidic Processor for DNA-Encoded Combinatorial Library Functional Screening.

    abstract::DNA-encoded synthesis is rekindling interest in combinatorial compound libraries for drug discovery and in technology for automated and quantitative library screening. Here, we disclose a microfluidic circuit that enables functional screens of DNA-encoded compound beads. The device carries out library bead distributio...

    journal_title:ACS combinatorial science

    pub_type: 杂志文章

    doi:10.1021/acscombsci.6b00192

    authors: MacConnell AB,Price AK,Paegel BM

    更新日期:2017-03-13 00:00:00

  • Bi Alloying into Rare Earth Double Perovskites Enhances Synthesizability and Visible Light Absorption.

    abstract::A high throughput combinatorial synthesis utilizing inkjet printing of precursor inks was used to rapidly evaluate Bi-alloying into double perovskite oxides for enhanced visible light absorption. The fast visual screening of photo image scans of the library plates identifies 4-metal oxide compositions displaying an in...

    journal_title:ACS combinatorial science

    pub_type: 杂志文章

    doi:10.1021/acscombsci.0c00177

    authors: Newhouse PF,Zhou L,Umehara M,Boyd DA,Soedarmadji E,Haber JA,Gregoire JM

    更新日期:2020-12-14 00:00:00

  • Optimization of Criteria for an Efficient Screening of New Thermoelectric Compounds: The TiNiSi Structure-Type as a Case-Study.

    abstract::High-throughput calculations can be applied to a large number of compounds, in order to discover new useful materials. In the present work, ternary intermetallic compounds are investigated, to find new potentially interesting materials for thermoelectric applications. The screening of stable nonmetallic compounds requ...

    journal_title:ACS combinatorial science

    pub_type: 杂志文章

    doi:10.1021/acscombsci.0c00133

    authors: Barreteau C,Crivello JC,Joubert JM,Alleno E

    更新日期:2020-12-14 00:00:00

  • Telescoped Synthesis of 2-Acyl-1-aryl-1,2-dihydroisoquinolines and Their Inhibition of the Transcription Factor NF-κB.

    abstract::A sequential single-flask multicomponent reactions is highly effective for the synthesis of 1,2-dihydroisoquinolines through amidealkylation from intermediate N-acylisoquinolinium salts under mild conditions. N-Acylisoquinolinium ions and trichloromethyl-1-(1H-indol-3-yl)isoquinoline-2(1H)-carboxylate have demonstrate...

    journal_title:ACS combinatorial science

    pub_type: 杂志文章

    doi:10.1021/acscombsci.5b00001

    authors: Chung TW,Hung YT,Thikekar T,Paike VV,Lo FY,Tsai PH,Liang MC,Sun CM

    更新日期:2015-08-10 00:00:00

  • Semiautomated Parallel RAFT Copolymerization of Isoprene with Glycidyl Methacrylate.

    abstract::Copolymerization of isoprene (IP) with glycidyl methacrylate (GMA) was performed under RAFT (reversible addition-fragmentation chain-transfer) polymerization conditions in a platform for high-output experimentation. Covering the range between 1 and 0.2 molar fraction of IP in the feed, four sets of reactions were carr...

    journal_title:ACS combinatorial science

    pub_type: 杂志文章

    doi:10.1021/acscombsci.9b00110

    authors: Rosales-Guzmán M,Pérez-Camacho O,Guerrero-Sánchez C,Harrisson S,Torres-Lubián R,Vitz J,Schubert US,Saldívar-Guerra E

    更新日期:2019-12-09 00:00:00

  • Regio- and stereoselective synthesis of a library of bioactive dispiro-oxindolo/acenaphthoquino andrographolides via 1,3-dipolar cycloaddition reaction under microwave irradiation.

    abstract::Dispiro-pyrrolidino/pyrrolizidino fused oxindoles/acenaphthoquinones have been derived from andrographolide via azomethine ylide cycloaddition to the conjugated double-bond under microwave (MW) irradiation. The reactions are chemo-, stereo-, and regioselective in nature. Change in amino acid from sarcosine/N-benzyl gl...

    journal_title:ACS combinatorial science

    pub_type: 杂志文章

    doi:10.1021/co3001154

    authors: Hazra A,Bharitkar YP,Chakraborty D,Mondal SK,Singal N,Mondal S,Maity A,Paira R,Banerjee S,Mondal NB

    更新日期:2013-01-14 00:00:00

  • High-Throughput Screening and Hit Validation of Extracellular-Related Kinase 5 (ERK5) Inhibitors.

    abstract::The extracellular-related kinase 5 (ERK5) is a promising target for cancer therapy. A high-throughput screen was developed for ERK5, based on the IMAP FP progressive binding system, and used to identify hits from a library of 57 617 compounds. Four distinct chemical series were evident within the screening hits. Resyn...

    journal_title:ACS combinatorial science

    pub_type: 杂志文章

    doi:10.1021/acscombsci.5b00155

    authors: Myers SM,Bawn RH,Bisset LC,Blackburn TJ,Cottyn B,Molyneux L,Wong AC,Cano C,Clegg W,Harrington RW,Leung H,Rigoreau L,Vidot S,Golding BT,Griffin RJ,Hammonds T,Newell DR,Hardcastle IR

    更新日期:2016-08-08 00:00:00

  • New diethylsilylacetylenic linker for parallel solid-phase synthesis of libraries of hydroxy acetylenic steroid derivatives with improved metabolic stability.

    abstract::Acetylenic tertiary alcohols are well-known to be compounds that are biologically more stable than their corresponding secondary alcohols. The linkage of an acetylenic compound to a polymer support and further introduction of molecular diversity was found to be an interesting way to generate libraries of hydroxy acety...

    journal_title:ACS combinatorial science

    pub_type: 杂志文章

    doi:10.1021/co300034y

    authors: Talbot A,Maltais R,Poirier D

    更新日期:2012-06-11 00:00:00

  • Metal-free intramolecular amination: one-pot tandem synthesis of 3-substituted 4-quinolones.

    abstract::3-Substituted 4-quinolones were synthesized using a one-pot metal-free strategy in moderate to quantitative yields. Carried out in dimethylsulfoxide (DMSO) via a sequential addition of materials, the methodology is tolerant of a wide range of functional groups and applicable to library synthesis. ...

    journal_title:ACS combinatorial science

    pub_type: 杂志文章

    doi:10.1021/co1000103

    authors: Liu QL,Li QL,Fei XD,Zhu YM

    更新日期:2011-01-10 00:00:00

  • Competition-Enhanced Ligand Selection to Identify DNA Aptamers.

    abstract::Competition-enhanced ligand screening (CompELS) was employed to rapidly screen through large DNA libraries to identify single-stranded, oligonucleotide-based ligands called aptamers that bind to a nonbiological target. This previously unreported aptamer screening approach involves the repeated introduction of unenrich...

    journal_title:ACS combinatorial science

    pub_type: 杂志文章

    doi:10.1021/acscombsci.8b00048

    authors: Tapp MJN,Slocik JM,Dennis PB,Naik RR,Milam VT

    更新日期:2018-10-08 00:00:00

  • Combinatorial screening of potentiometric Pb(II) sensors from polysulfoaminoanthraquinone solid ionophore.

    abstract::A potentiometric Pb(II)-selective sensor was fabricated by a combinatorial screening of electrically conducting polysulfoaminoanthraquinone (PSA) nanoparticles as a solid ionophore, ion exchangers (oleic acid (OA) and NaTPB), plasticizers in a polyvinyl chloride (PVC) matrix, membrane thickness, inner filling ion spec...

    journal_title:ACS combinatorial science

    pub_type: 杂志文章

    doi:10.1021/co400140g

    authors: Huang MR,Ding YB,Li XG

    更新日期:2014-03-10 00:00:00

  • Geometrical Properties Can Predict CO2 and N2 Adsorption Performance of Metal-Organic Frameworks (MOFs) at Low Pressure.

    abstract::Metal-organic frameworks (MOFs) are nanoporous materials with exceptional host-guest properties poised for groundbreaking innovations in gas separation applications according to high-throughput (HT) screening data. However, MOF structural libraries are nearly infinite in practice and so statistical and information tec...

    journal_title:ACS combinatorial science

    pub_type: 杂志文章

    doi:10.1021/acscombsci.5b00188

    authors: Fernandez M,Barnard AS

    更新日期:2016-05-09 00:00:00

  • One-pot, three-component reaction using modified Julia reagents: a facile synthesis of 4,5-disubstituted 1,2,3-(NH)-triazoles in a wet organic solvent.

    abstract::A new one-pot, three component reaction involving the use of Julia reagent, aldehyde, and sodium azide was developed for the efficient synthesis of N-unsubstituted 1,2,3-triazoles. This reaction could be carried out under mild reaction conditions without any precaution, and broad scope of substrates, both respect to J...

    journal_title:ACS combinatorial science

    pub_type: 杂志文章

    doi:10.1021/co5001597

    authors: Chai H,Guo R,Yin W,Cheng L,Liu R,Chu C

    更新日期:2015-03-09 00:00:00

  • Metal-free, ionic liquid-mediated synthesis of functionalized quinolines.

    abstract::An expedient and metal-free synthetic protocol for construction of substituted quinolines has been developed from anilines and phenylacetaldehydes using imidazolium cation-based ionic liquids as the reaction medium. Mechanistic analysis indicated that the reaction occurs through C-C and C-N bond formation to produce i...

    journal_title:ACS combinatorial science

    pub_type: 杂志文章

    doi:10.1021/co500047w

    authors: Bharate JB,Bharate SB,Vishwakarma RA

    更新日期:2014-11-10 00:00:00

  • Simple one-pot synthesis of disulfide fragments for use in disulfide-exchange screening.

    abstract::Disulfide exchange screening is a method for evaluating the binding of small molecule fragments to proteins that have at least one accessible cysteine. While operationally simple, it does require a large library of small fragment molecules bearing disulfide-containing side chains. These specialized fragments are not a...

    journal_title:ACS combinatorial science

    pub_type: 杂志文章

    doi:10.1021/co200038g

    authors: Burlingame MA,Tom CT,Renslo AR

    更新日期:2011-05-09 00:00:00

  • Solid-supported cross-metathesis and a formal alkane metathesis for the generation of biologically relevant molecules.

    abstract::Solid-phase synthetic strategies toward the generation of libraries of biologically relevant molecules were developed using olefin cross-metathesis as a key step. It is remarkably the formal alkane metathesis based on a one-pot, microwave-assisted, ruthenium-catalyzed cross-metathesis and reduction to obtain Csp3-Csp3...

    journal_title:ACS combinatorial science

    pub_type: 杂志文章

    doi:10.1021/co500176b

    authors: Méndez L,Mata EG

    更新日期:2015-02-09 00:00:00

  • Design of high-throughput screening assays and identification of a SUMO1-specific small molecule chemotype targeting the SUMO-interacting motif-binding surface.

    abstract::Protein-protein interactions are generally challenging to target by small molecules. To address the challenge, we have used a multidisciplinary approach to identify small-molecule disruptors of protein-protein interactions that are mediated by SUMO (small ubiquitin-like modifier) proteins. SUMO modifications have emer...

    journal_title:ACS combinatorial science

    pub_type: 杂志文章

    doi:10.1021/co500181b

    authors: Alontaga AY,Li Y,Chen CH,Ma CT,Malany S,Key DE,Sergienko E,Sun Q,Whipple DA,Matharu DS,Li B,Vega R,Li YJ,Schoenen FJ,Blagg BS,Chung TD,Chen Y

    更新日期:2015-04-13 00:00:00

  • Dielectrophoretic Manipulation of Cancer Cells and Their Electrical Characterization.

    abstract::Electromanipulation and electrical characterization of cancerous cells is becoming a topic of high interest as the results reported to date demonstrate a good differentiation among various types of cells from an electrical viewpoint. Dielectrophoresis and broadband dielectric spectroscopy are complementary tools for s...

    journal_title:ACS combinatorial science

    pub_type: 杂志文章

    doi:10.1021/acscombsci.0c00109

    authors: Turcan I,Olariu MA

    更新日期:2020-11-09 00:00:00

  • Ultrasound-assisted sequential multicomponent strategy for the combinatorial synthesis of novel coumarin hybrids.

    abstract::The present investigation reports an easy access to a library of novel spiro-oxindole-pyrrolizine or pyrrolo[1,2-c]thiazole fused coumarin hybrid heterocycles through a one-pot sequential four-component reactions of 2,2-dimethyl-1,3-dioxane-4,6-dione, salicylaldehydes, isatins, and cyclic α-amino acids under ultrasoun...

    journal_title:ACS combinatorial science

    pub_type: 杂志文章

    doi:10.1021/co500092b

    authors: Kanchithalaivan S,Sumesh RV,Kumar RR

    更新日期:2014-10-13 00:00:00

  • Venting-while-heating microwave-assisted synthesis of 3-arylthioindoles.

    abstract::We report the first example of venting-while-heating microwave-assisted synthesis of a small library of 3-arylthioindoles. Compounds were prepared in excellent isolated yields (90-98%) within 4 min in a closed vessel by treating indoles with disulfides in the presence of sodium hydride in anhydrous N,N-dimethylformami...

    journal_title:ACS combinatorial science

    pub_type: 信件

    doi:10.1021/co200165j

    authors: La Regina G,Gatti V,Famiglini V,Piscitelli F,Silvestri R

    更新日期:2012-04-09 00:00:00

  • Parallel Synthesis of 1H-Pyrazolo[3,4-d]pyrimidines via Condensation of N-Pyrazolylamides and Nitriles.

    abstract::A novel parallel medicinal chemistry (PMC)-enabled synthesis of 1H-pyrazolo[3,4-d]pyrimidines employing condensation of easily accessible N-pyrazolylamides and nitriles has been developed. The presented studies describe singleton and library enablements that allowed rapid generation of molecular diversity to examine C...

    journal_title:ACS combinatorial science

    pub_type: 杂志文章

    doi:10.1021/acscombsci.7b00116

    authors: Shah AA,Chenard LK,Tucker JW,Helal CJ

    更新日期:2017-11-13 00:00:00

  • Molecular Imaging of Retinoic Acids in Live Cells Using Single-Chain Bioluminescence Probes.

    abstract::Retinoic acid (RA) is a key metabolite necessary for embryonic development and differentiation in vertebrates. We demonstrate the utility of genetically encoded, ligand-activatable single-chain bioluminescence probes for detecting RAs from different biological sources. We examined 13 different molecular designs to ide...

    journal_title:ACS combinatorial science

    pub_type: 杂志文章

    doi:10.1021/acscombsci.9b00035

    authors: Kim SB,Fujii R,Nishihara R,Bose RJ,Citterio D,Suzuki K,Massoud TF,Paulmurugan R

    更新日期:2019-06-10 00:00:00

  • Modeling and Optimization of NLDH/PVDF Ultrafiltration Nanocomposite Membrane Using Artificial Neural Network-Genetic Algorithm Hybrid.

    abstract::In this research, MgAl-CO32- nanolayered double hydroxide (NLDH) was synthesized through a facile coprecipitation method, followed by a hydrothermal treatment. The prepared NLDHs were used as a hydrophilic nanofiller for improving the performance of the PVDF-based ultrafiltration membranes. The main objective of this ...

    journal_title:ACS combinatorial science

    pub_type: 杂志文章

    doi:10.1021/acscombsci.7b00046

    authors: Arefi-Oskoui S,Khataee A,Vatanpour V

    更新日期:2017-07-10 00:00:00

  • Calculating Resin Functionalization in Solid-Phase Peptide Synthesis Using a Standardized Method based on Fmoc Determination.

    abstract::Solid-phase synthesis is the method of choice for peptide preparation in both research and industrial settings. The whole synthetic process is governed by the initial functionalization of the resin. Although the literature provides several methods to determine such functionalization, the addition of an Fmoc-amino acid...

    journal_title:ACS combinatorial science

    pub_type: 杂志文章

    doi:10.1021/acscombsci.9b00154

    authors: Al Musaimi O,Basso A,de la Torre BG,Albericio F

    更新日期:2019-11-11 00:00:00

  • Fast and Facile Synthesis of 4-Nitrophenyl 2-Azidoethylcarbamate Derivatives from N-Fmoc-Protected α-Amino Acids as Activated Building Blocks for Urea Moiety-Containing Compound Library.

    abstract::A fast and facile synthesis of a series of 4-nitrophenyl 2-azidoethylcarbamate derivatives as activated urea building blocks was developed. The N-Fmoc-protected 2-aminoethyl mesylates derived from various commercially available N-Fmoc-protected α-amino acids, including those having functionalized side chains with acid...

    journal_title:ACS combinatorial science

    pub_type: 杂志文章

    doi:10.1021/acscombsci.6b00160

    authors: Chen YY,Chang LT,Chen HW,Yang CY,Hsin LW

    更新日期:2017-03-13 00:00:00

  • Domino reactions of vinyl malononitriles with 3-phenacylideneoxindoles for efficient synthesis of functionalized spirocyclic oxindoles.

    abstract::The reactions of vinyl malononitriles with 3-phenacylideneoxindoles in ethanol in the presence of DBU as base resulted in the functionalized spirocyclic oxindoles through the domino Michael addition and intramolecular nucleophilic addition to cyano group. On the other hand, the similar reaction in the presence of pipe...

    journal_title:ACS combinatorial science

    pub_type: 杂志文章

    doi:10.1021/co500006c

    authors: Xie YJ,Sun J,Yan CG

    更新日期:2014-06-09 00:00:00

  • Three-component reaction of a 2-aminoazine, a 2-oxoaldehyde, and a cyclic 1,3-dicarbonyl compound for the synthesis of imidazo[1,2-a]azine derivatives.

    abstract::A three-component reaction of a 2-aminoazine, a 2-oxoaldehyde, and a cyclic 1,3-dicarbonyl compound providing access toward a novel class of imidazo[1,2-a]azine derivatives was developed and studied. The scope of the process was thoroughly explored under three different reaction conditions resulting in the generation ...

    journal_title:ACS combinatorial science

    pub_type: 杂志文章

    doi:10.1021/co5000695

    authors: Peshkov VA,Peshkov AA,Pereshivko OP,Van Hecke K,Zamigaylo LL,Van der Eycken EV,Gorobets NY

    更新日期:2014-10-13 00:00:00

  • Library synthesis and antibacterial investigation of cationic anthraquinone analogs.

    abstract::We report the parallel synthesis of a series of novel 4,9-dioxo-4,9-dihydro-1H-naphtho[2,3-d][1,2,3]triazol-3-ium chloride salts, which are analogs to cationic anthraquinones. Three synthetic protocols were examined leading to a convenient and facile library synthesis of the cationic anthraquinone analogs that contain...

    journal_title:ACS combinatorial science

    pub_type: 杂志文章

    doi:10.1021/co2002075

    authors: Fosso MY,Chan KY,Gregory R,Chang CW

    更新日期:2012-03-12 00:00:00