An efficient green synthesis of quinoxaline derivatives using carbon-doped MoO3-TiO2 as a heterogeneous catalyst

Machhindra Lande; Madhukar Navgire; Sandip Rathod; Santosh Katkar; Ajeet Yelwande; Balasaheb Arbad

Journal of Industrial and Engineering Chemistry, Vol.18, No.1, 277-282, January, 2012

DOI10.1016/j.jiec.2011.11.048 Export Citation

An efficient green synthesis of quinoxaline derivatives using carbon-doped MoO3-TiO2 as a heterogeneous catalyst

Machhindra Lande^†, Madhukar Navgire, Sandip Rathod, Santosh Katkar, Ajeet Yelwande, and Balasaheb Arbad

Department of Chemistry, Dr. Babasaheb Ambedkar Marathwada University, Aurngabad 431004, India

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A series of carbon-doped MoO3-TiO2 (CMT) material were prepared by sol-gel method. The catalyst prepared has been characterized by means of X-ray diffraction (XRD), scanning electron microscopy (SEM), energy dispersive spectroscopy (EDS), and Fourier transform infrared spectroscopy (FT-IR). The natural wood plant Acacia arabica used as a source for carbon substrate. The effect of variation of wt.% of carbon doping was successfully evaluated for the preparation of quinoxalines by the condensation of benzil and 1,2-diamine under ultra-sonication in EtOH:water (3:1). The merits of the present investigation are extremely short reaction times, mild reaction conditions, excellent yield, simple workup and environmentally benign process.

Keywords:Sol-gel;Carbon;MoO3-TiO2;Nanoparticles;Quinoxaline;Ultra-sonication

[References]

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[Referenced By]

[1] Niwa M, Yamada H, Murakami Y, J. Catal., 134, 331 (1992)

[2] Matsuoka Y, Niwa M, Murakami Y, J. Phys. Chem., 94, 1477 (1990)

[3] Quincy RB, Houalla M, Proctor A, Hercules DM, J. Phys. Chem., 94, 1520 (1990)

[4] Zhao B, Wang X, Ma H, Tang YJ, Mol. Catal. A: Chem., 108, 167 (1996)

[5] Song KY, Park MK, Kwon YT, Lee HW, Chung WJ, Lee WI, Chem. Mater., 13, 2349 (2001)

[6] Jin YS, Auroux A, Ve´ drine JC, J. Chem. Soc. Faraday Trans., 83, 4179 (1989)

[7] Maity SK, Rana MS, Srinivas BN, Bej SK, Dhar GM, Rao TSRP, J. Mol. Catal. A-Chem., 153(1-2), 121 (2000)

[8] Kida T, Iemura K, Kai H, Nagano M, J. Am. Ceram. Soc., 90(2), 618 (2007)

[9] Li GR, Li W, Zhang MH, Zhang LY, Tao KY, Langmuir, 22(13), 5867 (2006)

[10] Shin WJ, Lee JY, Kim JC, Yoon TH, Kim TS, Song OK, Org. Electron., 9, 333 (2008)

[11] Livage J, Henry M, Sanchez C, Prog. Solid State Chem., 18, 259 (1988)

[12] Ohayon E, Gedanken A, Ultrason. Sonochem., 17, 173 (2010)

[13] Landau MV, Vradman L, Herskowitz M, Koltypin Y, Gedanken A, J. Catal., 201(1), 22 (2001)

[14] Askarinejad A, Morsali A, Ultrason. Sonochem., 16, 124 (2009)

[15] Hassan SY, Khattab SN, Bekhit AA, Amer A, Bioorg. Med. Chem. Lett., 16, 1753 (2006)

[16] Bailly C, Echepare S, Gago F, Waring M, Anti-Cancer Drug Des., 14, 291 (1999)

[17] Sonawane ND, Rangnekar DW, J. Heterocycl. Chem., 39, 303 (2002)

[18] Thomas KRJ, Velusamy M, Lin JT, Chuen CH, Tao YT, Chem. Mater., 17, 1860 (2005)

[19] Dailey S, Feast WJ, Peace RJ, Sage IC, Till S, Wood EL, J. Mater. Chem., 11, 2238 (2001)

[20] Sessler JL, Maeda H, Mizuno T, Lynch VM, Furuta H, Chem. Commun., 862 (2002)

[21] Castro PP, Zhao G, Masangkay GA, Hernandez C, Gutierrez-Tunstad LM, Org.Lett., 6, 333 (2004)

[22] Ott S, Faust R, Syn. Lett., 1509 (2004)

[23] Kazunobu T, Ryusuke T, Tomohiro O, Shuichi M, Chem. Commun., 212 (2002)

[24] Aghapoor K, Darabi HR, Mohsenzadeh F, Balavar Y, Daneshyar H, Transit. Met.Chem., 35, 49 (2010)

[25] Guo WX, Jin HL, Chen JX, Chen F, Dinga JC, Wu HY, J. Braz. Chem. Soc., 9, 1674 (2009)

[26] Khalafi-Nezhad A, Zare A, Parhami A, Hasaninejad A, MoosaviZare AR, J. Iran.Chem. Soc., 5, 540 (2008)

[27] Kim MR, Ahn SJ, Jang DJ, Eur. Phys. J. D., 52, 75 (2009)

[28] Niknam K, Saberi D, Mohagheghnejad M, Molecule., 14, 1915 (2009)

[29] Heravi MM, Tahrani MH, Bakhtiari K, Oskooie HA, Arkivoc., 16 (2006)

[30] More SV, Sastry MNV, Yao CF, Green Chem., 91 (2006)

[31] David WI, Nature (London)., 353, 147 (1991)

[32] Kihlborg L, Ark. Kemi., 21, 557 (1963)

[33] Burdett JK, J. Am. Chem. Soc., 109, 3639 (1987)

[34] Ganguly A, George R, Bull. Mater. Sci., 30, 183 (2007)

[35] Cheng T, Fang Z, Zou G, Hu Q, Hu B, Yang X, Zhang Y, Bull. Mater. Sci., 29, 701 (2006)

[36] Luo HY, Wei MD, Wei KM, Mater. Chem. Phys., 113(1), 85 (2009)

[37] Last JT, Phys. Rev., 105, 1740 (1957)

[38] Hasaninejad A, Zare A, Mohammadizadeh MR, Karami Z, J. Iran. Chem. Soc., 6, 153 (2009)

[39] Katkar SS, Mohite PH, Gadekar LS, Arbad BR, Lande MK, Cent. Eur. J. Chem., 8, 320 (2010)