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Volumn 16, Issue 5, 2014, Pages 215-220

Ligand-free suzuki-miyaura coupling with sulfur-modified gold-supported palladium in the synthesis of a conformationally-restricted cyclopropane compound library with three-dimensional diversity

Author keywords

privileged structure library; stereochemical diversity; Suzuki Miyaura coupling

Indexed keywords

CYCLOPROPANE; CYCLOPROPANE DERIVATIVE; GOLD; MOLECULAR LIBRARY; PALLADIUM; SULFUR; VINYL DERIVATIVE; VINYL IODIDE;

EID: 84900459663     PISSN: 21568952     EISSN: None     Source Type: Journal    
DOI: 10.1021/co4001138     Document Type: Article
Times cited : (25)

References (22)
  • 1
    • 70349425790 scopus 로고    scopus 로고
    • Recent progress in fragment-based lead discovery
    • Schulz, M. N.; Hubbard, R. E. Recent progress in fragment-based lead discovery Curr. Opin. Pharmacol. 2009, 9, 615-621
    • (2009) Curr. Opin. Pharmacol. , vol.9 , pp. 615-621
    • Schulz, M.N.1    Hubbard, R.E.2
  • 2
    • 33847381100 scopus 로고    scopus 로고
    • A decade of fragment-based drug design: Strategic advances and lessons learned
    • Hajduk, P. J.; Greer, J. A decade of fragment-based drug design: strategic advances and lessons learned Nat. Rev. Drug Discovery 2007, 6, 211-219
    • (2007) Nat. Rev. Drug Discovery , vol.6 , pp. 211-219
    • Hajduk, P.J.1    Greer, J.2
  • 4
    • 46849089254 scopus 로고    scopus 로고
    • Recent Developments in Fragment-Based Drug Discovery
    • Congreve, M.; Chessari, G.; Tisi, D.; Woodhead, A. J. Recent Developments in Fragment-Based Drug Discovery J. Med. Chem. 2008, 51, 3661-3680
    • (2008) J. Med. Chem. , vol.51 , pp. 3661-3680
    • Congreve, M.1    Chessari, G.2    Tisi, D.3    Woodhead, A.J.4
  • 6
    • 33846443637 scopus 로고    scopus 로고
    • Synthesis of Potent Bicyclic Bisarylimidazole c-Jun N-Terminal Kinase Inhibitors by Catalytic C-H Bond Activation
    • Rech, J. C.; Yato, M.; Duckett, D.; Ember, B.; LoGrasso, P. V.; Bergman, R. G.; Ellman, J. A. Synthesis of Potent Bicyclic Bisarylimidazole c-Jun N-Terminal Kinase Inhibitors by Catalytic C-H Bond Activation J. Am. Chem. Soc. 2007, 129, 490-491
    • (2007) J. Am. Chem. Soc. , vol.129 , pp. 490-491
    • Rech, J.C.1    Yato, M.2    Duckett, D.3    Ember, B.4    Lograsso, P.V.5    Bergman, R.G.6    Ellman, J.A.7
  • 7
    • 0028278170 scopus 로고
    • The combinatorial synthesis and chemical and biological evaluation of a 1,4-benzodiazepine library
    • Bunin, B. A.; Plunkett, M. J; Ellman, J. A. The combinatorial synthesis and chemical and biological evaluation of a 1,4-benzodiazepine library Proc. Natl. Acad. Sci. U.S.A. 1994, 91, 4708-4712
    • (1994) Proc. Natl. Acad. Sci. U.S.A. , vol.91 , pp. 4708-4712
    • Bunin, B.A.1    Plunkett, M.J.2    Ellman, J.A.3
  • 8
    • 79955566051 scopus 로고    scopus 로고
    • Route to three-dimensional fragments using diversity-oriented synthesis
    • Recent report of three-dimentional fragments using diversity-oriented synthesis
    • Recent report of three-dimentional fragments using diversity-oriented synthesis: Hung, A. W.; Ramek, A.; Wang, Y.; Kaya, T.; Wilson, J. A.; Clemons, P. A.; Young, D. W. Route to three-dimensional fragments using diversity-oriented synthesis Proc. Natl. Acad. Sci. U.S.A. 2011, 108, 6799-6804
    • (2011) Proc. Natl. Acad. Sci. U.S.A. , vol.108 , pp. 6799-6804
    • Hung, A.W.1    Ramek, A.2    Wang, Y.3    Kaya, T.4    Wilson, J.A.5    Clemons, P.A.6    Young, D.W.7
  • 9
    • 79952255911 scopus 로고    scopus 로고
    • Drug discovery: A question of library design
    • See also: Hajduk, P. J.; Galloway, W. R. J. D.; Spring, D. R. Drug discovery: A question of library design Nature 2011, 470, 42-43
    • (2011) Nature , vol.470 , pp. 42-43
    • Hajduk, P.J.1    Galloway, W.R.J.D.2    Spring, D.R.3
  • 10
    • 77952850625 scopus 로고    scopus 로고
    • Sulfur Modification of Au via Treatment with Piranha Solution Provides Low-Pd Releasing and Recyclable Pd Material, SAPd
    • Hoshiya, N.; Shimoda, M.; Yoshikawa, H.; Yamashita, Y.; Shuto, S.; Arisawa, M. Sulfur Modification of Au via Treatment with Piranha Solution Provides Low-Pd Releasing and Recyclable Pd Material, SAPd J. Am. Chem. Soc. 2010, 132, 7270-7272
    • (2010) J. Am. Chem. Soc. , vol.132 , pp. 7270-7272
    • Hoshiya, N.1    Shimoda, M.2    Yoshikawa, H.3    Yamashita, Y.4    Shuto, S.5    Arisawa, M.6
  • 11
    • 84876917190 scopus 로고    scopus 로고
    • Suzuki-Miyaura cross-coupling reactions using a low-leaching and highly recyclable gold-supported palladium material and two types of microwave equipments
    • Al-Amin, M.; Akimoto, M.; Tameno, T.; Ohki, Y.; Takahashi, N.; Hoshiya, N.; Shuto, S.; Arisawa, M. Suzuki-Miyaura cross-coupling reactions using a low-leaching and highly recyclable gold-supported palladium material and two types of microwave equipments Green Chem. 2013, 15, 1142-1145
    • (2013) Green Chem. , vol.15 , pp. 1142-1145
    • Al-Amin, M.1    Akimoto, M.2    Tameno, T.3    Ohki, Y.4    Takahashi, N.5    Hoshiya, N.6    Shuto, S.7    Arisawa, M.8
  • 12
    • 79953032444 scopus 로고    scopus 로고
    • The Actual Active Species of the Sulfur-modified Gold-supported Palladium as a Highly Effective Palladium Reservoir in the Suzuki-Miyaura Coupling
    • Our preliminary model example of combinatorial biaryl coupling
    • Our preliminary model example of combinatorial biaryl coupling: Hoshiya, N.; Shuto, S.; Arisawa, M. The Actual Active Species of the Sulfur-modified Gold-supported Palladium as a Highly Effective Palladium Reservoir in the Suzuki-Miyaura Coupling Adv. Synth. Catal. 2011, 353, 743-748
    • (2011) Adv. Synth. Catal. , vol.353 , pp. 743-748
    • Hoshiya, N.1    Shuto, S.2    Arisawa, M.3
  • 13
    • 0037040657 scopus 로고    scopus 로고
    • Development of Versatile cis - And trans -Dicarbon-Substituted Chiral Cyclopropane Units: Synthesis of (1 S,2 R)- and (1 R,2 R)-2-Aminomethyl-1-(1 H -imidazol-4-yl)cyclopropanes and Their Enantiomers as Conformationally Restricted Analogues of Histamine
    • Kazuta, Y.; Matsuda, A.; Shuto, S. Development of Versatile cis-and trans -Dicarbon-Substituted Chiral Cyclopropane Units: Synthesis of (1 S,2 R)- and (1 R,2 R)-2-Aminomethyl-1-(1 H -imidazol-4-yl)cyclopropanes and Their Enantiomers as Conformationally Restricted Analogues of Histamine J. Org. Chem. 2002, 67, 1669-1677
    • (2002) J. Org. Chem. , vol.67 , pp. 1669-1677
    • Kazuta, Y.1    Matsuda, A.2    Shuto, S.3
  • 17
    • 0001452020 scopus 로고    scopus 로고
    • An Amphiphilic Resin-Supported Palladium Catalyst for High-Throughput Cross-Coupling in Water
    • Previously reported combinatorial Suzuki-Miyaura coupling
    • Previously reported combinatorial Suzuki-Miyaura coupling: Uozumi, Y.; Nakai, Y. An Amphiphilic Resin-Supported Palladium Catalyst for High-Throughput Cross-Coupling in Water Org. Lett. 2002, 4, 2997-3000
    • (2002) Org. Lett. , vol.4 , pp. 2997-3000
    • Uozumi, Y.1    Nakai, Y.2
  • 18
    • 80054726033 scopus 로고    scopus 로고
    • One-Pot Ring-Closing Metathesis (RCM)/Oxidation by an Assisted Tandem Ruthenium Catalysis for the Synthesis of 2-Quinolones
    • Kato, H.; Ishigame, T.; Oshima, N.; Hoshiya, N.; Shimawaki, K.; Arisawa, M.; Shuto, S. One-Pot Ring-Closing Metathesis (RCM)/Oxidation by an Assisted Tandem Ruthenium Catalysis for the Synthesis of 2-Quinolones Adv. Synth. Catal. 2011, 353, 2676-2680
    • (2011) Adv. Synth. Catal. , vol.353 , pp. 2676-2680
    • Kato, H.1    Ishigame, T.2    Oshima, N.3    Hoshiya, N.4    Shimawaki, K.5    Arisawa, M.6    Shuto, S.7
  • 19
    • 0001768317 scopus 로고    scopus 로고
    • Utility of Complementary Molecular Reactivity and Molecular Recognition (CMR/R) Technology and Polymer-Supported Reagents in the Solution-Phase Synthesis of Heterocyclic Carboxamides
    • Parlow, J. J.; Mischke, D. A; Woodward, S. S. Utility of Complementary Molecular Reactivity and Molecular Recognition (CMR/R) Technology and Polymer-Supported Reagents in the Solution-Phase Synthesis of Heterocyclic Carboxamides J. Org. Chem. 1997, 62, 5908-5919
    • (1997) J. Org. Chem. , vol.62 , pp. 5908-5919
    • Parlow, J.J.1    Mischke, D.A.2    Woodward, S.S.3
  • 20
    • 0033534495 scopus 로고    scopus 로고
    • Polymer-assisted solution phase synthesis: A general method for sequestration of byproducts formed from activated acyl-transfer reactants
    • Weidner, J. J; Parlow, J. J.; Flynn, D. L. Polymer-assisted solution phase synthesis: a general method for sequestration of byproducts formed from activated acyl-transfer reactants Tetrahedron Lett. 1999, 40, 239-242
    • (1999) Tetrahedron Lett. , vol.40 , pp. 239-242
    • Weidner, J.J.1    Parlow, J.J.2    Flynn, D.L.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.