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Volumn 2, Issue 2, 2012, Pages 368-374

Synthesis of some new fluorinated hexahydroquinoline and acridinedione derivatives in trifluoroethanol

Author keywords

Acridinedione; Dihydropyridine; Hexahydroquinoline; Trifluoroethanol; Trifluoromethyl; Unsymmetric Hantzsch reaction

Indexed keywords


EID: 84983199355     PISSN: None     EISSN: 20763417     Source Type: Journal    
DOI: 10.3390/app2020368     Document Type: Article
Times cited : (11)

References (14)
  • 1
    • 34249701862 scopus 로고    scopus 로고
    • Solvent-free liquid-phase synthesis of polyhydroquinoline derivatives under microwave irradiation
    • Zhang, X.-L.; Sheng, S.-R.; Liu, X.-L.; Liu, X.-L. Solvent-free liquid-phase synthesis of polyhydroquinoline derivatives under microwave irradiation. ARKIVOC 2007, pp. 79-86
    • (2007) ARKIVOC , pp. 79-86
    • Zhang, X.-L.1    Sheng, S.-R.2    Liu, X.-L.3    Liu, X.-L.4
  • 2
    • 33846336715 scopus 로고    scopus 로고
    • Synthesis of polyhydroquinoline derivatives through unsymmetric Hantzsch reaction using organocatalysts
    • Kumar, A.; Awatar Maurya, R. Synthesis of polyhydroquinoline derivatives through unsymmetric Hantzsch reaction using organocatalysts. Tetrahedron 2007, 63, 1946-1952
    • (2007) Tetrahedron , vol.63 , pp. 1946-1952
    • Kumar, A.1    Awatar Maurya, R.2
  • 3
    • 67349150156 scopus 로고    scopus 로고
    • One-step synthesis of Hantzsch esters and polyhydroquinoline derivatives in fluoro alcohols
    • Heydari, A.; Khaksar, S.; Tajbakhsh, M.; Reza Bijanzadeh, H. One-step synthesis of Hantzsch esters and polyhydroquinoline derivatives in fluoro alcohols. J. Fluor. Chem. 2009, 130, 609-614
    • (2009) J. Fluor. Chem , vol.130 , pp. 609-614
    • Heydari, A.1    Khaksar, S.2    Tajbakhsh, M.3    Reza Bijanzadeh, H.4
  • 4
    • 44349127764 scopus 로고    scopus 로고
    • Michael addition of dimedone with a,ß-unsaturated ketones: Synthesis of quinoline and chromene derivatives
    • Kendre, D.B.; Toche, R.B.; Jahak, M.N. Michael addition of dimedone with a,ß-unsaturated ketones: Synthesis of quinoline and chromene derivatives. J. Heterocyclic Chem. 2008, 45, 667-671
    • (2008) J. Heterocyclic Chem , vol.45 , pp. 667-671
    • Kendre, D.B.1    Toche, R.B.2    Jahak, M.N.3
  • 5
    • 77957802839 scopus 로고    scopus 로고
    • J CFTR Modulators for the treatment of cystic fibrosis
    • Hadida, S.; Goor, F.V.; Grootenhuis, P.D.J CFTR Modulators for the treatment of cystic fibrosis. Annu. Rep. Med. Chem. 2010, 45, 157-173
    • (2010) Annu Rep. Med. Chem , vol.45 , pp. 157-173
    • Hadida, S.1    Goor, F.V.2    Grootenhuis, P.D.3
  • 6
    • 4143066159 scopus 로고    scopus 로고
    • A selective reductive amination of aldehydes by the use of Hantzsch dihydropyridines as reductant
    • Itoh, T.; Nagata, K.; Miyazaki, M.; Ishikawo, H.; Kurihara, A.; Ohsawa, A. A selective reductive amination of aldehydes by the use of Hantzsch dihydropyridines as reductant. Tetrahedron 2004, 60, 6649-6655
    • (2004) Tetrahedron , vol.60 , pp. 6649-6655
    • Itoh, T.1    Nagata, K.2    Miyazaki, M.3    Ishikawo, H.4    Kurihara, A.5    Ohsawa, A.6
  • 7
    • 79955899564 scopus 로고    scopus 로고
    • The crystal structure and conformational studies of acridinedione derivatives
    • Natarajan, S.; Mathews, R. The crystal structure and conformational studies of acridinedione derivatives. J. Chem Crystallogr. 2011, 41, 678-683
    • (2011) J. Chem Crystallogr , vol.41 , pp. 678-683
    • Natarajan, S.1    Mathews, R.2
  • 8
    • 0030606146 scopus 로고    scopus 로고
    • X-ray structure of 5-[2-chlorophenyl]-10-[4-methylphenyl]-1,2,5,8,9,10-hexahydro 4,6[3H,6H]acridinedione and its interaction with calf thymus DNA by spectroscopic methods
    • Sivaraman, J.; Subramanian, K.; Velmurugan, D.; Subramanian, E.; Seetharaman, J.; Shanmugasundaram, P.S. X-ray structure of 5-[2-chlorophenyl]-10-[4-methylphenyl]-1,2,5,8,9,10-hexahydro 4,6[3H,6H]acridinedione and its interaction with calf thymus DNA by spectroscopic methods. J. Mol. Struct. 1996, 385, 129-135
    • (1996) J. Mol. Struct , vol.385 , pp. 129-135
    • Sivaraman, J.1    Subramanian, K.2    Velmurugan, D.3    Subramanian, E.4    Seetharaman, J.5    Shanmugasundaram, P.S.6
  • 11
    • 62749126730 scopus 로고    scopus 로고
    • Rapid, general access to chiral ß-fluoroamines and ß,ß-difluoroamines via organocatalysis
    • Fadeyi, O.O.; Lindsley, C.W. Rapid, general access to chiral ß-fluoroamines and ß,ß-difluoroamines via organocatalysis. Org. Lett. 2009, 11, 943-946
    • (2009) Org. Lett , vol.11 , pp. 943-946
    • Fadeyi, O.O.1    Lindsley, C.W.2
  • 12
    • 0037014684 scopus 로고    scopus 로고
    • Solvation phenomena of a tetrapeptide in water/trifluoroethanol and water/ethanol mixtures: a diffusion NMR, intermolecular NOE, and molecular dynamics study
    • Fioroni, M.; Diaz, M.D.; Berger, S.; Burger, K. Solvation phenomena of a tetrapeptide in water/trifluoroethanol and water/ethanol mixtures: a diffusion NMR, intermolecular NOE, and molecular dynamics study. J. Am. Chem. Soc. 2002, 124, 7737-7744
    • (2002) J. Am. Chem. Soc , vol.124 , pp. 7737-7744
    • Fioroni, M.1    Diaz, M.D.2    Berger, S.3    Burger, K.4
  • 13
    • 45649085339 scopus 로고    scopus 로고
    • Synthesis of 5-(trifluoromethyl)cyclohexane-1,3-dione and 3-amino-5-(trifluoromethyl)cyclohex-2-en-1-one
    • Fadeyi, O.O.; Okoro, C.O. Synthesis of 5-(trifluoromethyl)cyclohexane-1,3-dione and 3-amino-5-(trifluoromethyl)cyclohex-2-en-1-one. Tetrahedron Lett. 2008, 49, 4725-4727
    • (2008) Tetrahedron Lett , vol.49 , pp. 4725-4727
    • Fadeyi, O.O.1    Okoro, C.O.2
  • 14
    • 0141452964 scopus 로고    scopus 로고
    • WinGX suite for small-molecule single-crystal crystallography
    • X-ray diffraction studies were performed at room temperature on a pale yellow crystal of 4d of approximate 0.57 × 0.52 × 0.36 mm dimensions. All measurements were made on a Rigaku Mercury375R/M CCD (XtaLAB mini) diffractometer using graphite monochromated Mo-Ka radiation. Cell constants and an orientation matrix for data collection corresponded to a primitive monoclinic cell
    • X-ray diffraction studies were performed at room temperature on a pale yellow crystal of 4d of approximate 0.57 × 0.52 × 0.36 mm dimensions. All measurements were made on a Rigaku Mercury375R/M CCD (XtaLAB mini) diffractometer using graphite monochromated Mo-Ka radiation. Cell constants and an orientation matrix for data collection corresponded to a primitive monoclinic cell (space group P21/n) with dimensions: a = 11.8544(10) Å, b = 13.9622(12) Å, c = 12.5692(11) Å and ß = 110.300(8)°. Data reduction: of the 20341 reflections that were collected, 4477 were unique (Rint = 0.0212). Data were collected and processed using CrystalClear a (Rigaku). The linear absorption coefficient, μ, for Mo-Ka radiation is 2.435 cm-1. An empirical absorption correction was applied which resulted in transmission factors ranging from 0.796 to 0.916. The data were corrected for Lorentz and polarization effects. Structure Solution and Refinement: The structure was solved by direct methods b and expanded using Fourier techniques. The non-hydrogen atoms were refined anisotropically. Hydrogen atoms were refined using the riding model. The final cycle of full-matrix least-squares refinement on F2 was based on 4477 observed reflections and 269 variable parameters and converged (largest parameter shift was 0.12 times its esd) with unweighted and weighted agreement factors of: R1 = 0.0490 and wR2 = 0.1938. This was conducted using the program suiteWINGX c. (a) CrystalClear: Rigaku Corporation, 1999. CrystalClear Software User's Guide, Molecular Structure Corporation, ©2000. Pflugrath, J.W. Acta Cryst. 1999, D55, 1718-1725. (b) Sheldrick, G.M. SHELX-97, Program for the Solution and Refinement of Crystal Structures; University of Göttingen: Göttingen, Germany, 1997. (c) Farrugia, L.J. WinGX suite for small-molecule single-crystal crystallography. J. Appl. Cryst. 1999, 32, 837-838
    • (1999) J. Appl. Cryst , vol.32 , pp. 837-838
    • Farrugia, L.J.1


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