An expedient sequential one-pot four component synthesis of novel steroidal spiro-pyrrolidine heterocycles in ionic liquid

被引:20
|
作者
Gavaskar, D. [1 ]
Babu, A. R. Suresh [2 ]
Raghunathan, R. [1 ]
Dharani, M. [3 ]
Balasubramanian, S. [3 ]
机构
[1] Univ Madras, Dept Organ Chem, Guindy Campus, Madras, Tamil Nadu, India
[2] Univ Strasbourg, IBMC, Strasbourg, France
[3] Univ Madras, Dept Inorgan Chem, Guindy Campus, Madras, Tamil Nadu, India
关键词
Estrone; Ionic liquid; Azomethine ylide; Cycloaddition; Indenoquinoxaline; Steroidal pyrrolidine; MEDIATED 3+2 CYCLOADDITION; BIOLOGICAL-ACTIVITY; MULTICOMPONENT REACTIONS; AZOMETHINE YLIDES; DERIVATIVES; FACILE; ANTIBACTERIAL; ESTRONE; LIPS; CONSTRUCTION;
D O I
10.1016/j.steroids.2016.02.010
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
A facile one-pot synthesis of novel steroidal dispiro-indenoquinoxaline pyrrolidines via multicomponent-[3+2]-cycloaddition of azomethine ylides in ionic liquid is described. The structure of cycloadduct is confirmed by IR, H-1 NMR, C-13 NMR, high resolution mass spectroscopy and elemental analysis. (C) 2016 Elsevier Inc. All rights reserved.
引用
收藏
页码:1 / 6
页数:6
相关论文
共 50 条
  • [21] Efficient three-component one-pot synthesis of steroidal polysubstituted anilines
    Zhang, Yan-Ling
    Li, Ya-Fei
    Shi, Yun-Kai
    Yu, Bin
    Zhang, Guo-Chen
    Qi, Ping-Ping
    Fu, Dong-Jun
    Shan, Li-Hong
    Liu, Hong-Min
    STEROIDS, 2015, 104 : 1 - 7
  • [22] One-pot synthesis of coumarine derivatives using butylenebispyridinium hydrogen sulfate as novel ionic liquid catalyst
    Rezayati, Sobhan
    Sheikholeslami-Farahani, Fatemeh
    Rostami-Charati, Faramarz
    Abad, Saeid Afshari Sharif
    RESEARCH ON CHEMICAL INTERMEDIATES, 2016, 42 (05) : 4097 - 4107
  • [23] Synthesis of spiro[benzopyrazolonaphthyridine-indoline]-diones and spiro[chromenopyrazolopyridine-indoline]-diones by one-pot, three-component methods in water
    Ahadi, Somayeh
    Ghahremanzadeh, Ramin
    Mirzaei, Peiman
    Bazgir, Ayoob
    TETRAHEDRON, 2009, 65 (45) : 9316 - 9321
  • [24] One-pot four component condensation for the synthesis of novel dispirooxindole pyrrolidine linked 1,2,3-triazoles via stereo- and regioselective [3+2] cycloaddition reaction in PEG-400
    Kumari, Sudesh
    Khurana, Jitender M.
    HETEROATOM CHEMISTRY, 2016, 27 (06) : 396 - 403
  • [25] One-pot three-component synthesis of tetrahydrobenzo[b]pyrans catalyzed by cost-effective ionic liquid in aqueous medium
    Yang, Jianguo
    Liu, Shuo
    Hu, Huanan
    Ren, Shibin
    Ying, Anguo
    CHINESE JOURNAL OF CHEMICAL ENGINEERING, 2015, 23 (08) : 1416 - 1420
  • [26] Three-component, one-pot sequential synthesis of glyco-hydantoin conjugates
    Bellucci, Maria Cristina
    Ghilardi, Alessandra
    Volonterio, Alessandro
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2011, 9 (24) : 8379 - 8392
  • [27] Proline catalyzed, one-pot three component Mannich reaction and sequential cyclization toward the synthesis of 2-substituted piperidine and pyrrolidine alkaloids
    Chacko, Shibin
    Ramapanicker, Ramesh
    TETRAHEDRON LETTERS, 2015, 56 (15) : 2023 - 2026
  • [28] One-pot Synthesis of Polysubstituted Imidazoles Catalyzed by an Ionic liquid
    Maleki, Behrooz
    Kahoo, Golnoosh Esmailian
    Tayebee, Reza
    ORGANIC PREPARATIONS AND PROCEDURES INTERNATIONAL, 2015, 47 (06) : 461 - 472
  • [29] Highly Regioselective and Diastereoselective, One-Pot, Four-Component Synthesis of Novel Spiroindenoquinoxalineindolizidine Derivatives
    Moemeni, Mehdi
    Arvinnezhad, Hamid
    Samadi, Saadi
    Salahi, Farbod
    Jadidi, Khosrow
    Notash, Behrouz
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 2015, 52 (03) : 944 - 948
  • [30] Microwave-assisted Domino Cyclization for the Synthesis of Novel Spiro-benzo[a] phenazine Annulated Heterocycles Catalyzed by a Basic Ionic Liquid
    Yazdani-Elah-Abadi, Afshin
    Mohebat, Razieh
    Kangani, Mehrnoush
    JOURNAL OF THE CHINESE CHEMICAL SOCIETY, 2017, 64 (06) : 690 - 698