Copper(II) acetate monohydrate: an efficient and eco-friendly catalyst for the one-pot multi-component synthesis of biologically active spiropyrans and 1H-pyrazolo[1,2-b]phthalazine-5,10-dione derivatives under solvent-free conditions

被引:67
作者
Mohamadpour, Farzaneh [1 ]
Maghsoodlou, Malek Taher [1 ]
Heydari, Reza [1 ]
Lashkari, Mojtaba [2 ]
机构
[1] Univ Sistan & Baluchestan, Dept Chem, Fac Sci, POB 98135-674, Zahedan, Iran
[2] Velayat Univ, Fac Sci, Iranshahr, Iran
关键词
Copper(II) acetate monohydrate; Spiro-4H-pyran derivatives; 1H-pyrazolo[1,2-b]phthalazine-5,10-dione derivatives; Solvent-free conditions; SPIROOXINDOLE DERIVATIVES; 4-COMPONENT SYNTHESIS; HIGHLY EFFICIENT; GREEN SYNTHESIS; ROUTE; WATER;
D O I
10.1007/s11164-016-2565-0
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
We have studied the catalytic ability of copper(II) acetate monohydrate as a mild, environmentally benign, natural and economical catalyst for the multi-component efficient synthesis of biologically active spiro-4H-pyran derivatives and 1H-pyrazolo[1,2-b]phthalazine-5,10-dione derivatives with excellent yields and short reaction times. The most important advantages of this procedure are its mild, non-toxic and inexpensive catalyst, one-pot synthesis, environmentally benign nature, solvent-free conditions, simple operational procedures, and highly efficient conditions. [GRAPHICS] .
引用
收藏
页码:7841 / 7853
页数:13
相关论文
共 43 条
  • [1] Greener synthesis of spirooxindole in deep eutectic solvent
    Azizi, Najmedin
    Dezfooli, Sahar
    Hashemi, Mohammad Mahmoudi
    [J]. JOURNAL OF MOLECULAR LIQUIDS, 2014, 194 : 62 - 67
  • [2] One-Pot Synthesis of Spirooxindole Derivatives Catalyzed by Lipase in the Presence of Water
    Chai, She-Jie
    Lai, Yi-Feng
    Xu, Jiang-Cheng
    Zheng, Hui
    Zhu, Qing
    Zhang, Peng-Fei
    [J]. ADVANCED SYNTHESIS & CATALYSIS, 2011, 353 (2-3) : 371 - 375
  • [3] Design, synthesis, and SAR of new pyrrole-oxindole progesterone receptor modulators leading to 5-(7-Fluoro-3,3-dimethyl-2-oxo-2,3-dihydro-1H-indol-5-yl)-1-methyl-1H-pyrrole-2-carbonitrile (WAY-255348)
    Fensome, Andrew
    Adams, William R.
    Adams, Andrea L.
    Berrodin, Tom J.
    Cohen, Jeff
    Huselton, Christine
    Illenberger, Arthur
    Kern, Jeffrey C.
    Hudak, Valerie A.
    Marella, Michael A.
    Melenski, Edward G.
    McComas, Casey C.
    Mugford, Cheryl A.
    Slayden, Ov D.
    Yudt, Matthew
    Zhang, Zhiming
    Zhang, Puwen
    Zhu, Yuan
    Winneker, Richard C.
    Wrobel, Jay E.
    [J]. JOURNAL OF MEDICINAL CHEMISTRY, 2008, 51 (06) : 1861 - 1873
  • [4] An efficient one-pot synthesis of 1H-pyrazolo[1,2-b]phthalazine-5,10-dione derivatives
    Ghahremanzadeh, Ramin
    Shakibaei, Ghazaleh Imani
    Bazgir, Ayoob
    [J]. SYNLETT, 2008, (08) : 1129 - 1132
  • [5] Synthesis and anticonvulsant activity of novel and potent 6,7-methylenedioxyphthalazin-1(2H)-ones
    Grasso, S
    De Sarro, G
    De Sarro, A
    Micale, N
    Zappalà, M
    Puja, G
    Baraldi, M
    De Micheli, C
    [J]. JOURNAL OF MEDICINAL CHEMISTRY, 2000, 43 (15) : 2851 - 2859
  • [6] Microwave-assisted clean synthesis of xanthenes and chromenes in [bmim][PF6] and their antioxidant studies
    Iniyavan, P.
    Sarveswari, S.
    Vijayakumar, V.
    [J]. RESEARCH ON CHEMICAL INTERMEDIATES, 2015, 41 (10) : 7413 - 7426
  • [7] Synthesis of 1-/2-substituted-[1,2,3]triazolo[4,5-g]phthalazine4,9-diones and evaluation of their cytotoxicity and topoisomerase II inhibition
    Kim, Jin Sung
    Rhee, Hee-Kyung
    Park, Hyen Joo
    Lee, Sang Kook
    Lee, Chong-Ock
    Choo, Hea-Young Park
    [J]. BIOORGANIC & MEDICINAL CHEMISTRY, 2008, 16 (08) : 4545 - 4550
  • [8] Rhodium(II) acetate-catalyzed stereoselective synthesis, SAR and anti-HIV activity of novel oxindoles bearing cyclopropane ring
    Kumari, Garima
    Nutan
    Modi, Manoj
    Gupta, Satish K.
    Singh, Ramendra K.
    [J]. EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2011, 46 (04) : 1181 - 1188
  • [9] Synthesis and anticancer activities of novel 1,4-disubstituted phthalazines
    Li, Juan
    Zhao, Yan-Fang
    Yuan, Xiao-Ye
    Xu, Jing-Xiong
    Gong, Ping
    [J]. MOLECULES, 2006, 11 (07) : 574 - 582
  • [10] Liqin Z., 2011, CHINESE J ORG CHEM, V31, P553