Synthesis of a novel series of 7-hydroxy-10-aryl-10H-indeno[1,2-b]chromen-11-ones, indeno[1,2-b]naphtho[1,2-e]pyran-12(13 详细信息    查看全文
  • 作者:Syed Sheik Mansoor ; Majid Ghashang
  • 关键词:Polyvinylpolypyrrolidone ; supported triflic acid (PVPP.OTf) ; Indeno[1 ; 2 ; b]chromen ; 11 ; one ; 2H ; Indene ; 1 ; 3 ; dione ; Recyclable catalyst
  • 刊名:Research on Chemical Intermediates
  • 出版年:2015
  • 出版时间:November 2015
  • 年:2015
  • 卷:41
  • 期:11
  • 页码:9085-9100
  • 全文大小:604 KB
  • 参考文献:1.A. Domling, Chem. Rev. 106, 17 (2006)CrossRef
    2.H. Kiyani, F. Ghorbani, Res. Chem. Intermed. (2013). doi:10.-007/?s11164-013-1508-2
    3.S.S. Mansoor, K. Aswin, K. Logaiya, S.P.N. Sudhan, S. Malik, Res. Chem. Intermed. 40, 871 (2014)CrossRef
    4.L. Loy, G. Bonsignore, D. Secci, A. Calignano, Eur. J. Med. Chem. 28, 517 (1993)CrossRef
    5.S. Hatakeyama, N. Ochi, H. Numata, S. Takano, J. Chem. Soc. Chem. Commun. 1202 (1988)
    6.D.-G. Wang, Y.-M. Xie, C. Fan, S. Yao, H. Song, Chin. Chem. Lett. 25, 1011 (2014)CrossRef
    7.A.V. Karnik, A.M. Kulkarni, N.J. Malviya, B.R. Mourya, B.L. Jadhav, Eur. J. Med. Chem. 43, 2615 (2008)CrossRef
    8.K.J. Hwan, K.H. Eun, J.J. Kyung, K. Hwajung, C. Jungsook, L. Heesoon, Arch. Pharm. Res. 29, 728 (2006)CrossRef
    9.C. Fakher, M. Mehdi, B.M. Hedi, C. Leila, S. Mansour, Eur. J. Med. Chem. 42, 715 (2007)CrossRef
    10.O.A. Abdou, H.E. Ahmed, A.A. Sayed, H.Z. Yasser, J. Sulf, Chem. 26, 405 (2005)
    11.J. Albadi, A. Mansournezhad, Z. Derakhshandeh, Chin. Chem. Lett. 24, 821 (2013)CrossRef
    12.M. Moghaddas, A. Davoodnia, Res. Chem. Intermed. (2014). doi:10.-007/?s11164-014-1536-6
    13.S. Balalaie, M. Sheikh-Ahmadi, M. Bararjanian, Catal. Commun. 8, 1724 (2007)CrossRef
    14.A. Hasaninejada, M. Shekouhya, N. Golzara, A. Zareb, M.M. Doroodmand, Appl. Catal. A 402, 11 (2011)CrossRef
    15.K. Niknam, N. Borazjani, R. Rashidian, A. Jamali, Chin. J. Catal. 34, 2254 (2013)
    16.S. Banerjee, A. Horn, H. Khatri, G. Sereda, Tetrahedron Lett. 52, 1878 (2011)CrossRef
    17.D.S. Raghuvanshi, K.N. Singh, Arkivoc. x, 305 (2010)
    18.M.P. Costi, D. Tondi, P. Pecorari, M. Rinaldi, G. Celentano, S. Ghelli, L. Antolini, D. Barlocco, J. Heterocycl. Chem. 36, 1043 (1999)CrossRef
    19.J.P. Suryavanshi, N.R. Pai, Indian J. Chem. Sect B 45, 1227 (2006)
    20.T.-S. Jin, J.-S. Zhang, L.-B. Liu, A.-Q. Wang, T.-S. Li, Synth. Commun. 36, 2009 (2006)CrossRef
    21.K. Goerlitzer, A. Dehne, E. Engler, Arch. Pharm. 316, 264 (1983)CrossRef
    22.I. Jirkovsky, L.G. Humber, R. Noureldin, Eur. J. Med. Chem. 11, 571 (1976)
    23.K.T. Pelz, T.A. Dobson, US Patent 3904617 (1975), Chem Abstr, 2008, 84: 164794
    24.N.G. Khaligh, Tetrahedron Lett. 53, 1637 (2012)CrossRef
    25.L.Q. Wu, L.M. Yang, X. Wang, F.L. Yan, J. Chin. Chem. Soc. 57, 738 (2010)CrossRef
    26.L.Q. Wu, W.L. Li, F.L. Yan, J. Heterocycl. Chem. 47, 1246 (2010)CrossRef
    27.M. Abid, L. Teixeira, B. T?r?k, Org. Lett. 10, 933 (2008)CrossRef
    28.M. Abid, L. Teixeira, B. T?r?k, Tetrahedron Lett. 48, 4047 (2007)CrossRef
    29.R.M. Kumbhare, M. Sridhar, J. Chem. Sci. 124, 495 (2012)CrossRef
    30.R. Dumeunier, I.E. Marko, Tetrahedron Lett. 45, 825 (2004)CrossRef
    31.L. Coulombel, E. Dunach, Green Chem. 6, 499 (2004)CrossRef
    32.L. Carosi, H. Lachance, D.G. Hall, Tetrahedron Lett. 46, 8981 (2005)CrossRef
    33.P.N. Liu, F. Xia, Q.W. Wang, Y.J. Ren, J.Q. Chen, Green Chem. 12, 1049 (2010)CrossRef
    34.A.N. Parvulescu, B.C. Gagea, V.I. Parvulescu, D.D. Vos, P.A. Jacobs, Appl. Catal. A 306, 159 (2006)CrossRef
    35.A.N. Parvulescu, B.C. Gagea, G. Poncelet, V.I. Parvulescu, Appl. Catal. A 301, 133 (2006)CrossRef
    36.B.C. Gageaa, A.N. Parvulescua, G. Ponceletb, V.I. Parvulescu, Catal. Lett. 105, 219 (2005)CrossRef
    37.B.C. Gagea, A.N. Parvulescu, V.I. Parvulescu, A. Auroux, P. Grange, G. Poncelet, Catal. Lett. 91, 141 (2003)CrossRef
    38.M.A. Karimi-Zarchi, B.F. Mirjalili, Z. Shamsi-Kahrizsangi, M. Tayefi, J. Iran. Chem. Soc. 7, 455 (2010)CrossRef
    39.V. Mirkhani, M. Moghadam, S. Tangestaninejad, S. Hajibagheri, J. Iran. Chem. Soc. 7, 641 (2010)CrossRef
    40.A. Ghorbanni-Choghamarani, N. Pourbahar, Chin. J. Catal. 33, 1470 (2012)CrossRef
    41.A. Ghorbanni-Choghamarani, H. Goudarziafshar, P. Zamani, Chin. Chem. Lett. 22, 1207 (2011)
    42.M. Mokhtary, F. Najafizadeh, C. R. Chimie. 15, 530 (2012)CrossRef
    43.M. Mokhtary, S. Refahati, Dyes Pigm. 99, 378 (2013)CrossRef
    44.M.M. Lakouraj, M. Mokhtary, Monatsh. Chem. 140, 53 (2009)CrossRef
    45.M. Mokhtary, M.M. Lakouraj, M.R. Niaki, Phosphorus Sulfur Silicon Rel. Elem. 187, 321 (2012)CrossRef
    46.A. Ghorbani-Choghamarani, G. Azadi, J. Iran. Chem. Soc. 8, 1082 (2011)CrossRef
    47.S. Vahdat, S. Khaksar, Res. Chem. Intermed. (2013). doi:10.-007/?s11164-013-1521-5
    48.S. Khaksar, M. Tajbakhsh, M. Gholami, C. R. Chimie. 17, 30 (2014)CrossRef
    49.S. Khaksar, M. Tajbakhsh, M. Gholami, F. Rostamnezhad, Chin. Chem. Lett. 25, 1287 (2014)CrossRef
    50.S.S. Mansoor, M. Ghashang, K. Aswin, Res. Chem. Intermed. (2014). doi:10.-007/?s11164-014-1787-2
    51.M. Ghashang, S.S. Mansoor, K. Aswin, S.P.N. Sudhan, Res. Chem. Intermed. (2014). doi:10.-007/?s11164-014-1625-6
    52.S.S. Mansoor, A. Ariffin, S.P.N. Sudhan, Res. Chem. Intermed. (2014). doi:10.-007/?s11164-014-1769-4
    53.K. Aswin, S.S. Mansoor, K. Logaiya, S.P.N. Sudhan, V.S. Malik, H. Ramadoss, Res. Chem. Intermed. 40, 2583 (2014)CrossRef
  • 作者单位:Syed Sheik Mansoor (1)
    Majid Ghashang (2)

    1. Bioactive Organic Molecule Synthetic Unit, Research Department of Chemistry, C. Abdul Hakeem College, Melvisharam, 632 509, Tamil Nadu, India
    2. Faculty of Sciences, Najafabad Branch, Islamic Azad University, Najafabad, Esfahan, Iran
  • 刊物类别:Chemistry and Materials Science
  • 刊物主题:Chemistry
    Catalysis
    Physical Chemistry
    Inorganic Chemistry
  • 出版者:Springer Netherlands
  • ISSN:1568-5675
文摘
Polyvinylpolypyrrolidone-supported triflic acid (PVPP.OTf) has been used as a recyclable catalyst for synthesis of a series of 7-hydroxy-10-aryl-10H-indeno[1,2-b]chromen-11-one derivatives by condensation of aldehydes, resorcinol, and 2H-indene-1,3-dione. 13-Phenylindeno[1,2-b]naphtho[1,2-e]pyran-12(13H)-one and 12-phenyl-12H-indeno[1,2-b]naphtho[3,2-e]pyran-5,11,13-trione were also synthesized by condensation of benzaldehyde, β-naphthol or 2-hydroxynaphthalene-1,4-dione, and 2H-indene-1,3-dione with PVPP.OTf as catalyst. The heterogeneous catalyst was used for four runs. This method has the advantages of high yields, simple methodology, short reaction times, and easy work-up. Keywords Polyvinylpolypyrrolidone-supported triflic acid (PVPP.OTf) Indeno[1,2-b]chromen-11-one 2H-Indene-1,3-dione Recyclable catalyst
NGLC 2004-2010.National Geological Library of China All Rights Reserved.
Add:29 Xueyuan Rd,Haidian District,Beijing,PRC. Mail Add: 8324 mailbox 100083
For exchange or info please contact us via email.