Zinc oxide nanoparticles catalyzed condensation reaction of isocoumarins and 1,7-heptadiamine in the formation of bis-isoquinolinones

The Scientific World Journal

Volumn 2012, Issue , 2012, Pages

  Krishnakumar, Varadhan ^a   Mohan Kumar, Kesarla ^a   Mandal, Badal Kumar ^a   Khan, Fazlur Rahman Nawaz ^a  

^a VIT UNIVERSITY   (India)

Author keywords

[No Author keywords available]

Indexed keywords

DIAMINE DERIVATIVE; ISOCOUMARIN DERIVATIVE; LACTONE; NANOPARTICLE; QUINOLINE DERIVATIVE; ZINC OXIDE; 1,7 DIAMINOHEPTANE; 1,7-DIAMINOHEPTANE; DIAMINE; ISOQUINOLINE DERIVATIVE; METAL NANOPARTICLE;

ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; CATALYSIS; CHEMICAL BOND; INFRARED SPECTROSCOPY; MASS SPECTROMETRY; POLYMERIZATION; PROTON NUCLEAR MAGNETIC RESONANCE; SYNTHESIS; CHEMISTRY; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; TRANSMISSION ELECTRON MICROSCOPY; X RAY DIFFRACTION;

CATALYSIS; DIAMINES; ISOCOUMARINS; ISOQUINOLINES; MAGNETIC RESONANCE SPECTROSCOPY; MASS SPECTROMETRY; METAL NANOPARTICLES; MICROSCOPY, ELECTRON, TRANSMISSION; SPECTROSCOPY, FOURIER TRANSFORM INFRARED; X-RAY DIFFRACTION; ZINC OXIDE;

EID: 84859615807     PISSN: None     EISSN: 1537744X     Source Type: Journal    
DOI: 10.1100/2012/619080     Document Type: Article

References (26)

1. Lopes E. C. S., Coelho F., Studies toward the synthesis of Amaryllidaceae alkaloids from Morita-Baylis-Hillman adducts. A straightforward synthesis of functionalized dihydroisoquinolin-5(6H)-one core Journal of the Brazilian Chemical Society 2007 18 7 1415 1438
2. Ray P., Wright J., Adam J., Bennett J., Boucharens S., Black D., Cook A., Brown A. R., Epemolu O., Fletcher D., Haunso A., Huggett M., Jones P., Laats S., Lyons A., Mestres J., De Man J., Morphy R., Rankovic Z., Sherborne B., Sherry L., Van Straten N., Westwood P., Zaman G. Z. R., Fragment-based discovery of 6-substituted isoquinolin-1-amine based ROCK-I inhibitors Bioorganic and Medicinal Chemistry Letters 2011 21 1 97 101
3. Trabanco A. A., Duvey G., Cid J. M., MacDonald G. J., Cluzeau P., Nhem V., Furnari R., Behaj N., Poulain G., Finn T., Lavreysen H., Poli S., Raux A., Thollon Y., Poirier N., DAddona D., Andrés J. I., Lutjens R., Poul E. L., Imogai H., Rocher J. -P., New positive allosteric modulators of the metabotropic glutamate receptor 2 (mGluR2): identification and synthesis of N-propyl-8-chloro-6-substituted isoquinolones Bioorganic and Medicinal Chemistry Letters 2011 21 3 971 976
4. Roth J., Madoux F., Hodder P., Roush W. R., Synthesis of small molecule inhibitors of the orphan nuclear receptor steroidogenic factor-1 (NR5A1) based on isoquinolinone scaffolds Bioorganic and Medicinal Chemistry Letters 2008 18 8 2628 2632 (Pubitemid 351509407)
5. Rudyanto M., Tomizawa Y., Morita H., Honda T., First total synthesis of cassiarin A, a naturally occurring potent antiplasmodial alkaloid Organic Letters 2008 10 10 1921 1922
6. Yang C. H., Tai C. C., Sun I. W., Synthesis of a high-efficiency red phosphorescent emitter for organic light-emitting diodes Journal of Materials Chemistry 2004 14 6 947 950
7. Huang H. H., Chu S. Y., Kao P. C., Yang C. H., Sun I. W., High efficiency red organic light-emitting diodes using a phosphorescent iridium complex doped into a hole-blocking material Thin Solid Films 2009 517 13 3788 3791
8. Snow R. J., Butz T., Hammach A., Kapadia S., Morwick T. M., Prokopowicz A. S., Takahashi H., Tan J. D., Tschantz M. A., Wang X. J., Isoquinolinone synthesis by SNAr reaction: a versatile route to imidazo[4,5-h]isoquinolin-9- ones Tetrahedron Letters 2002 43 42 7553 7556 (Pubitemid 35283989)
9. Jagtap P. G., Baloglu E., Southan G., Williams W., Roy A., Nivorozhkin A., Landrau N., Desisto K., Salzman A. L., Szab C., Facile and convenient syntheses of 6,11-dihydro-5H-indeno[1,2-c] isoquinolin-5-ones and 6,11-dihydro-5H-indolo[3,2-c]isoquinolin-5-one Organic Letters 2005 7 9 1753 1756 (Pubitemid 40685356)
10. Cho W. J., Park M. J., Imanishi T., Chung B. H., A novel synthesis of benzo[c]phenanthridine skeleton and biological evaluation of isoquinoline derivatives Chemical and Pharmaceutical Bulletin 1999 47 6 900 902 (Pubitemid 29315386)
11. Korivi R. P., Cheng C. H., Protecting-group-free total synthesis of isoquinoline alkaloids by nickel-catalyzed annulation of o-halobenzaldimine with an alkyne as the key step Chemistry 2010 16 1 282 287
12. Miura T., Yamauchi M., Murakami M., Synthesis of 1(2H)-isoquinolones by the nickel-catalyzed denitrogenative alkyne insertion of 1,2,3-benzotriazin- 4(3H)-ones Organic Letters 2008 10 14 3085 3088
13. Fisher L. E., Muchowski J. M., Clark R. D., Heteroatom-directed metalation. Lithiation of N-propenylbenzamides and N-propenyl-O-toluamides. Novel routes to ortho-substituted primary benzamide derivatives and N-unsubstituted isoquinolin-1 (2H)-ones Journal of Organic Chemistry 1992 57 9 2700 2705
14. Davis S. E., Church A. C., Griffith C. L., Beam C. F., The preparation of substituted 1(2H)-isoquinolinones from dilithiated 2- methyl-N-arylbenzamides, 2-methyl-N-(arylmethyl)-benzamides, or 2- methylbenzoic acid, 2,2-dimethylhydrazide Synthetic Communications 1997 27 17 2961 2969 (Pubitemid 27334652)
15. Kajita Y., Matsubara S., Kurahashi T., Nickel-catalyzed decarbonylative addition of phthalimides to alkynes Journal of the American Chemical Society 2008 130 19 6058 6059 (Pubitemid 351657271)
16. Guimond N., Gouliaras C., Fagnou K., Rhodium(III)-catalyzed isoquinolone synthesis: the N-O bond as a handle for C-N bond formation and catalyst turnover Journal of the American Chemical Society 2010 132 20 6908 6909
17. Wang F., Liu H., Fu H., Jiang Y., Zhao Y., An efficient one-pot copper-catalyzed approach to isoquinolin-1(2H)-one derivatives Organic Letters 2009 11 11 2469 2472
18. Zheng Z., Alper H., Palladium-catalyzed carbonylation-decarboxylation of diethyl(2-iodoaryl) malonates with imidoyl chlorides: an efficient route to substituted isoquinolin-1(2H)-ones Organic Letters 2008 10 21 4903 4906
19. Manivel P., Khan F. N., Hatwar V. R., Synthesis of diversified thioethers, 1-aroylalkylisoquinolin-1-yl thioethers, by electrophilic S-alkylation of 3-phenyl isoquinoline-1(2H)-thione Phosphorus, Sulfur and Silicon and the Related Elements 2010 185 9 1932 1942
20. Manivel P., Hathwar V. R., Maiyalagan T., Krishnakumar V., Khan F. N., 1-(3,5-Dimethyl-1H-pyrazol-1-yl)-3-phenyl-isoquinoline Acta Crystallographica Section E 2009 65 8 o1798
21. Burton P. D., Peterson E. J., Boyle T. J., Datye A. K., Synthesis of high surface area ZnO(0001) plates as novel oxide supports for heterogeneous catalysts Catalysis Letters 2010 139 1-2 26 32
22. Manivel P., Sharma A., Maiyalagan T., Rajeswari M. R., Khan F. N., Synthesis and antiproliferative activity of some 1H-isochromen-1-ones and their thio analogues Phosphorus, Sulfur and Silicon and the Related Elements 2010 185 2 387 393
23. Hu Z., Oskam G., Searson P. C., Influence of solvent on the growth of ZnO nanoparticles Journal of Colloid and Interface Science 2003 263 2 454 460 (Pubitemid 36794164)
24. Harishkumar H. N., Hulikal V. K., Mahadevan K. M., Aqueous synthesis of N-phenyl/alkyl-2-quinolinone-3-carboxylic acids from coumarin-3-carboxylic acids Synthetic Communications 2010 40 22 3281 3289
25. Castronovo F. P., Wagner H. N., Comparative toxicity and pharmacodynamics of ionic indium chloride and hydrated indium oxide Journal of Nuclear Medicine 1973 14 9 677 682
26. Nakajima T., Okada T., Kuruma I., Calmodulin antagonistic action of the cerebral circulation improver 6,7-dimethoxy-1-(3,4-dimethoxybenzyl)-4-{[4-(2- methoxyphenyl)-1-p iperazinyl]methyl}isoquinoline Teratogenesis Carcinogenesis and Mutagenesis 1987 37 6 674 679 (Pubitemid 17081147)