سنتز سبز و کارآمد مشتقات کوئین‌اکسالین و پیریدوپیرازین با استفاده از آسکوربیک اسید تثبیت شده بر بستر نانوذرات مغناطیسی

[1] J. Du, J. J. Cullen, G. R. Buettner, “Ascorbic
acid: chemistry, biology and the treatment of
cancer” Biochim. Biophys. Acta, 1826, 443-457,
2012.
[2] A. Murugadoss, R. Pasricha, A. Chattopadhyay,
J. “Ascorbic acid as a mediator and template for
assembling metallic nanoparticles”, Colloid
Interface Sci. 311, 303-310, 2007.
[3] N. Oishi, Y. Nishida, K. Ida, S. Kida, “Reaction
between various copper(II) complexes and ascorbic
acid or 3,5-di-t-butylcatechol”, Bull. Chem. Soc.
Jpn. 53, 2847-2850, 1980.
[4] J. Srogl, S. Voltrova, “Copper/ascorbic acid dyad
as a catalytic system for selective aerobic oxidation
of amines”, Org Lett. 11, 843-845, 2009.
[5] S. Udenfriend, C.T. Clark, J. Axelrod, B.B.
Brodie, “Ascorbic acid in aromatic hydroxylation: I.
A model system for aromatic hydroxylation”, J. Biol
Chem. 208, 731-740, 1954.
[6] K. Azizi, A. Heydari, “Vitamin B1 supported on
silica-encapsulated γ-Fe2O3 nanoparticles: design,
characterization and application as a greener
biocatalyst for highly efficient acylation”, RSC
Adv. 4, 8812-8816, 2014.
[7] K. Azizi, M. Karimi, H. R. Shaterian, A.
Heydari, “Ultrasound irradiation for the green
synthesis of chromenes using L-argininefunctionalized magnetic nanoparticles as a
recyclable organocatalyst” RSC Adv. 4, 42220-
42225, 2014.
[8] Z. Arabpoor, H. R. Shaterian, “L-Leucine
supported on superparamagnetic silica encapsulated
γ-Fe2O3 nanoparticles: design, characterization and
application as a green catalyst for highly efficient
synthesis of thiazoloquinolines”, RSC Adv. 6,
44459-44468, 2016.
[9] H. Yang, S. Li, X. Wang, F. Zhang, X. Zhong,
Z. Dong, J. Ma, “Core–shell silica magnetic
microspheres supported proline as a recyclable
organocatalyst for the asymmetric aldol reaction”, J.
Mol. Catal. A, 363-364, 404-410, 2012.

[10] a) A. P. Xagas, M. C. Bernard, A. Hugot-Le

 

Goff, N. Spyrellis, Z. Loizos, P. Falaras, J.
Photochem. Photobiol. A: Chem. 132, 115- 123,
2000. b) M. Jafarpour, A. Rezaeifard, M.
Ghahramaninezhad, F. Feizppour,
“Dioxomolybdenum(VI) complex immobilized on
ascorbic acid coated TiO2 nanoparticles catalyzed
heterogeneous oxidation of olefins and sulfides”,
Green. Chem. 17, 442-452, 2015.
[11] a) Y. Huan and W. Zhang, “Manetic
nanoparticle-supported organocatalysis”, Green
Processing and Synthesis, 2, 603-609, 2013. b) R.
Mrowczynski, A. Nanb, J. Liebscher, “Magnetic
nanoparticle-supported organocatalysts–an efficient
way of recycling and reuse”, RSC Adv. 4, 5927-
5952 , 2014.
[12] M.M. Ali, M.M. Ismail, M. El-Gaby, M.
Zahran, T.A. Ammar, “Synthesis and antimicrobial
activities of some novel quinoxalinone derivatives”,
Molecules. 5, 864-873, 2000.
[13] G. Sakata, K. Makino, Y. Kurasawa, “Recent
progress in the quinoline chemistry. synthesis and
biological activity”, Heterocycles, 27, 2481-2515,
1988.
[14] R. Sarges, H. R. Howard, R. G. Browne, L. A.
Lebel, P. A. Seymour, B. K. Koe, “4-Amino [1,2,4]
triazolo[4,3-a]quinoxalines. A novel class of potent
adenosine receptor antagonists and potential rapidonset antidepressants”, J. Med. Chem. 33, 2240-
2254, 1990.
[15] K. Thomas, M. Velusamy, J. T. Lin, C.-H.
Chuen, Y.-T. Tao, “Chromophore-labeled
quinoxaline derivatives as efficient
electroluminescent materials”, Chem. Mater. 17,
1860-1866, 2005.
[16] S. Dailey, W. J. Feast, R.J. Peace, I.C. Sage, S.
Till, E. L. Wood, “Synthesis and device
characterisation of side-chain polymer electron
transport materials for organic semiconductor
applications”, J. Mater. Chem. 11, 2238-2243, 2001.
[17] M.J. Crossley, L. A. Johnston, “Laterallyextended porphyrin systems incorporating a
switchable unit”, Chem. Commun. 0, 1122-1123,

2002.

[18] T. Mizuno, W.-H. Wei, L. R. Eller, J. L.
Sessler, “Phenanthroline complexes bearing fused
dipyrrolylquinoxaline anion recognition sites: 
efficient fluoride anion receptors”, J. Am. Chem.
Soc. 124, 1134-1135, 2002.
[19] Y. S. Beheshtiha, M. M. Heravi, M. Saeedi, N.
Karimi, M. Zakeri, N. Tavakoli-Hossieni, “Efficient
and Green Synthesis of 1,2-disubstituted
benzimidazoles and quinoxalines using brønsted
acid Ionic Liquid, [(CH2)4SO3HMIM][HSO4], in
Water at Room Temperature”, Synth. Commun. 40,
1216-1223, 2010.
[20] R. S. Bhosale, S.R. Sarda, S.S. Ardhapure, W.
N. Jadhav, S.R. Bhusare, R.P. Pawar, “An efficient
protocol for the synthesis of quinoxaline derivatives
at room temperature using molecular iodine as the
catalyst”, Tetrahedron Lett. 46, 7183-7186, 2005.
[21] D. J. Brown, E. C. Taylor, J. A. Ellman, The
Chemistry of Heterocyclic Compounds,
Quinoxalines: Supplement II, John Wiley & Sons,
New Jersey, 2004.
[22] F. Dong, G. Kai, F. Zhenghao, Z. Xinli, L.
Zuliang, “A practical and efficient synthesis of
quinoxaline derivatives catalyzed by task-specific
ionic liquid”, Catal. Commun. 9, 317-320, 2008.
[23] S. V. More, M. Sastry, C.-C. Wang, C.-F. Yao,
“Molecular iodine: a powerful catalyst for the easy
and efficient synthesis of quinoxalines”,
Tetrahedron Lett. 46, 6345-6348, 2005.
[24] T. M. Potewar, S. A. Ingale, K. V. Srinivasan,
“Efficient synthesis of quinoxalines in the Ionic
Liquid 1-n-butylimidazolium tetrafluoroborate
([Hbim]BF4) at ambient temperature” Synth.
Commun. 38, 3601-3612, 2008.
[25] K. M. Buettner, J. M. Collins, A. M. Valentine,
“Titanium(IV) and vitamin C: aqueous complexes
of a bioactive form of Ti(IV)”, Inorg. Chem. 51,
11030-11039, 2012.
[26] J. Liu, M. Lei, L. Hu, “Thiamine hydrochloride
(VB1): an efficient promoter for the one-pot
synthesis of benzo[4,5]imidazo[1,2-a]pyrimidine
and [1,2,4]triazolo[1,5-a]pyrimidine derivatives in
water medium”, Green Chem. 14, 840-846, 2012.
[27] Q. Zhang, X. Wang, Z. Li, W. Wu, J. Liu, H.
Wu, S. Cui, K. Guo, “Phytic acid: a biogenic
organocatalyst for one-pot Biginelli reactions to 3,4-
dihydropyrimidin-2(1H)-ones/thiones”, RSC Adv.
4, 19710-19715, 2014.
[28] M. Jafarpour, A. Rezaeifard, Gh. Gorzin,.
“Enhanced catalytic activity of Zr(IV) complex with
simple tetradentate Schiff base ligand in the clean
synthesis of indole derivatives”, Inorg. Chem
Commun. 14, 1732-1736, 2011.
[29] M. Jafarpour, A. Rezaeifard, M. Danehchin,
“Easy access to quinoxaline derivatives using
alumina as an effective and reusable catalyst under
solvent-free conditions”, Appl. Catal A: Gen. 394,
48-51, 2011.
[30] M. Jafarpour, A. Rezaeifard, S. Gazkar, M.
Danehchin, “Catalytic activity of a zirconium(IV)
Schiff base complex in facile and highly efficient
synthesis of indole derivatives”, Transition Met.
Chem. 36, 685-690, 2011.
[31] M. Jafarpour, A. Rezaeifard, M.
Ghahramaninezhad, T. Tabibi, “Reusable α-MoO3
nanobelts catalyzes the green and heterogeneous
condensation of 1,2-diamines with carbonyl
compounds”, New J. Chem. 37, 2087-2095, 2013.
[32] M. Jafarpour, A. Rezaeifard, T. Golshani, “A
new catalytic method for ecofriendly synthesis of
bis- and trisindolylmethanes by zirconyl
dodecylsulfate under mild conditions”, J.
Heterocycl. Chem. 46, 535-539, 2009.
[33] M. Jafarpour, A. Rezaeifard, R. Haddad, S.
Gazkar, “A reusable zirconium(IV) Schiff base
complex catalyzes highly efficient synthesis of
quinoxalines under mild conditions”, Transition
Met. Chem. 38, 31-36, 2013.
[34] M. Jafarpour, A. Rezaeifard, M. Heidari, “A
new catalytic method for eco-friendly synthesis of
quinoxalines by zirconium (IV) oxide chloride
octahydrate under mild conditions” Lett. Org.
Chem. 8, 202-209, 2011.
[35] M. Jafarpour, E. Rezapour, M.
Ghahramaninezhad, A. Rezaeifard, “A novel
protocol for selective synthesis of monoclinic zirconia nanoparticles as a heterogeneous catalyst
for condensation of 1,2-diamines with 1,2- 
dicarbonyl compounds”, New J. Chem. 38, 676-682,
2014.
[36] R. Massart, E. Dubois, V. Cabuil, E.
Hasmonay, “Preparation and properties of
monodisperse magnetic fluids”, J Magn Magn
Mater, 149, 1-5, 1995.
[37] B. Z. Tang, Y. Geng, J. W. Y. Lam, B. Li, X.
Jing, X. Wang, F. Wang, A.B. Pakhomov, X.X.
Zhang, “Processible Nanostructured Materials with
Electrical Conductivity and Magnetic
Susceptibility:  Preparation and Properties of
Maghemite/Polyaniline Nanocomposite Films”,
Chem Mater, 11, 1581-1589, 1999.
[38] M. Jafarpour, A. Rezaeifard, “A zirconium
Schiff base complex immobilized on starch-coated
maghemite nanoparticles catalyzes heterogeneous
condensation of 1,2-diamines with 1,2-dicarbonyl
compounds”, Transition Met. Chem. 41, 205-211,
2016.
[39] K. Aghapoor, F. Mohsenzadeh, S. Talebian,
M.J. Tehrani, Y. Balavar, G. Khanalizadeh, H.R.
Darabi, “Vitamin B1 as a metal-ion-free natural
catalyst for sustainable quinoxaline ring
condensation under sonochemical conditions”,
Monatsh Chem.142, 619-624, 2011.
[40] F. Shirini, S. Akbari-Dadamahaleh, A.
Mohammad-Khah, A.-R. Aliakbar, “Rice husk: A
mild, efficient, green and recyclable catalyst for the
synthesis of 12-Aryl-8, 9, 10, 12-tetrahydro [a]
xanthene-11-ones and quinoxaline derivatives”, C.
R. Chimie. 16, 207-216, 2013.
[41] A. Shaabani, A.H. Rezayan, M. Behnam, M.
Heidary, “Green chemistry approaches for the
synthesis of quinoxaline derivatives: Comparison of
ethanol and water in the presence of the reusable
catalyst cellulose sulfuric acid”, C. R. Chimie. 12,
1249-1252, 2009.