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Articles

Power Ultrasound, Microwaves, and Nanomagnetite Organocatalyst: A Comparison Protocol in Anti-selective Aldol and Mannich Reaction

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Pages 338-345 | Received 06 May 2016, Accepted 25 Jun 2016, Published online: 12 Dec 2016

References

  • Tramontini, M. and L. Angiolini, Mannich Bases: Chemistry and Uses (BocaRaton, FL: CRC, 1994).
  • Pilli, R. A. and D. Russowsky. “Stereochemistry in the addition of carbon nucleophiles to Imines and Iminiu Ions.” Trends Org. Chem. 6 (1997): 101.
  • Risch, N., M. Arend, and B. Westermann. “Modern variants of the Mannich reaction.” Angew. Chem. Ind. Ed. 37 (1998): 1044–70.
  • Speckamp, W. N. and M. J. Moolenaar. “New developments in the chemistry of N-acyliminium ions and related intermediates.” Tetrahedron 56 (2000): 3817–56.
  • Muller, R., H. Goesmann, and H. Waldmann. “N,N-Phthaloylamino acids as chiral auxiliaries in asymmetric Mannich-type reactions.” Angew. Chem. Int. Ed. 38 (1999): 184–7.
  • Bohme, H. and M. Haake. “Iminium Salts in Organic Chemistry,” in Advances in Organic Chemistry, ed. E. C. Taylor, vol. 7, (New York: John Wiley and Sons, 1976), 107.
  • Ozturkcan, S. A., K. Turhan, and Z. Turgut. “Ultrasound-assisted rapid synthesis of beta-aminoketones with direct-type catalytic Mannich reaction using bismuth(III) triflate in aqueous media at room temperature.” Chem. Papers 66 (2012): 61–6.
  • Ozturkcan, S. A., K. Turhan, Z. Turgut, M. Karadayi, and M. Gulluce. “Antigenotoxic properties of two newly synthesized β-aminoketones against N-methyl-N′-nitro-N-nitrosoguanidine and 9-aminoacridine-induced mutagenesis.” J. Biochem. Molecular Toxicol. 26 (2012): 258–63.
  • Ozturkcan, S. A., K. Turhan, Z. Turgut, M. Karadayi, and M. Gulluce. “Ultrasonic synthesis, characterization of β-aminoketones by bismuth(III) triflate and determination of antigenotoxic properties.” Toxicol. Ind. Health, 31 (2015): 911–9.
  • Kantam, M. L., C. V. Rajasekhar, G. Gopikrishna, K. R. Reddy, and B. M. Choudary. “Proline catalyzed two-component, three-component and self-asymmetric Mannich reactions promoted by ultrasonic conditions.” Tetrahedron Lett., 47 (2006): 5965–7.
  • Liu, Y. Q., L. H. Li, L. Yang, and H. Y. Li. “A novel, stereoselective and practical protocol for the synthesis of 4β-aminopodophyllotoxins.” Chem. Papers, 64 (2010): 533–6.
  • Meciarova, M., V. Polackova, and S. Toma. “The effect of microwave and ultrasonic irradiation on the reactivity of benzaldehydes under Al2O3, Ba(OH)2, and K2CO3 catalysis.” Chem. Papers, 56 (2002): 208–13.
  • Meciarova, M., S. Toma, and P. Babiak. “Effect of ultrasound on one-pot conversion of alcohols to nitro and azido compounds.” Chem. Papers, 58 (2004): 104–8.
  • Tabatabaeian, K., M. Mamaghani, N. O. Mahmoodi, and A. Khorshidi. “Ultrasonic-assisted ruthenium-catalyzed oxidation of aromatic and heteroaromatic compounds.” Catal. Commun., 9 (2008): 416–20.
  • Meciarova, M., S. Toma, and J. L. Luche. “The sonochemical arylation of malonic esters mediated by manganese triacetate.” Ultrason. Sonochem., 8 (2001): 119–22.
  • Vinatoru, M., E. Bartha, F. Badea, and J. L. Luche. “Sonochemical and thermal redox reactions of triphenylmethane and triphenylmethyl carbinol in nitrobenzene.” Ultrason. Sonochem., 5 (1998): 27–31.
  • Ando, T., T. Kimura, M. Fujita, J. M. Leveque, and J. L. Luche. “Scavenging of the radical species formed in the sonochemical excitation of styrenes.” Tetrahedron Lett., 42 (2001): 6865–7.
  • Cabello, N., P. Cintas, and J. L. Luche. “Sonochemical effects in the additions of furan to masked ortho-benzoquinones.” Ultrason. Sonochem., 10 (2003): 25–31.
  • Kumar, V., A. Sharma, M. Sharma, U. K. Sharma, and A. K. Sinha. “DDQ catalyzed benzylic acetoxylation of arylalkanes: a case of exquisitely controlled oxidation under sonochemical.” Tetrahedron 63 (2007): 9718–25.
  • Sinha, A. K., A. Sharma, and B. P. Joshi. “One-pot two-step synthesis of 4-vinylphenols from 4-hydroxy substituted benzaldehydes under microwave irradiation: a new perspective on the classical Knoevenagel,” Tetrahedron 63 (2007): 960–5.
  • Taylor, J. I., C. D. Hurst, M. J. Davies, N. Sachsinger, and I. J. Bruce. “Application of magnetite and silica–magnetite composites to the isolation of genomic DNA.” J. Chromatogr. A 890 (2000): 159–66.
  • Jiang, D. S., S. Y. Iong, J. Huang, H. Y. Xiao, and J. Y. Zhou. “Immobilization of Pycnoporus sanguineus laccase on magnetic chitosan microspheres.” Biochem. Eng. J. 25 (2005): 15–23.
  • Kim, J., J. E. Lee, J. Lee, J. H. Yu, B. C. Kim, K. An, Y. Hwang, C. H. Shin, J. G. Park, J. Kim, and T. Hyeon. “Magnetic fluorescent delivery vehicle using uniform mesoporous silica spheres embedded with monodisperse magnetic and semiconductor nanocrystals.” J. Am. Chem. Soc. 128 (2006): 688–689.
  • Safaei-Ghomi, J. and R. Masoomi. “An efficient comparison of methods involving conventional, grinding and ultrasound conditions for the synthesis of fulleroisoxazolines.” Ultrason. Sonochem., 23 (2015): 212–8.
  • Safaei-Ghomi, J. and Z. Akbarzadeh. “Sonochemically synthesis of arylethynyl linked triarylamines catalyzed by CuI nanoparticles: A rapid and green procedure for Sonogashira coupling.” Ultrason. Sonochem., 22 (2015): 365–70.
  • Javidan, A., A. Ziarati, and J. Safaei-Ghomi. “Simultaneous sonication assistance for the synthesis of tetrahydropyridines and its efficient catalyst ZrP 2 O 7 nanoparticles.” Ultrason. Sonochem., 21 (2014): 1150–4.
  • Safaei-Ghomi, J. and S. Zahedi. “l-Proline-functionalized Fe3O4nanoparticles as a novel magnetic chiral catalyst for the direct asymmetric Mannich reaction.” Appl. Organometal. Chem. 29 (2015): 566–71.
  • Ghaffari Khaligh, N. “Ultrasound-assisted one-pot synthesis of substituted coumarins catalyzed by poly (4-vinylpyridinium) hydrogen sulfate as an efficient and reusable solid acid catalyst.” Ultrason. Sonochem. 20 (2013): 1062–8.

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