One-pot multi-component synthesis of 2-Amino-4H-chromenes catalyzed by a fiber super base under mild conditions

被引:0
|
作者
Cui, Haitao [1 ]
Li, Pengyu [1 ,2 ]
Zhao, Huijun [1 ]
Chen, Yongqiang [1 ]
Yuan, Yahui [1 ]
Liu, Yuan [1 ]
Jiao, Mingli [1 ,2 ]
机构
[1] Zhongyuan Univ Technol, Ctr Adv Mat Res, Sch Mat & Chem Engn, Zhengzhou 450007, Peoples R China
[2] Henan Int Joint Lab New Chem Mat & Nanomachining, Zhengzhou 451191, Peoples R China
关键词
1,5,7-Triazabicyclo [4.4.0] dec-5-ene (TBD); Super base; Polyacrylonitrile fiber; Heterogeneous catalysis; Knoevenagel-michael reaction; POLYACRYLONITRILE FIBERS; EFFICIENT; GREEN; PRINCIPLES; CHEMISTRY; ACID;
D O I
10.1016/j.tet.2024.134282
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Heterogeneous catalysis is a crucial component of green chemistry. In this study, a series of polyacrylonitrile fiber (PANF) catalysts, specifically PANF-TBDs, were developed by immobilizing the commonly utilized super organic base 1,5,7-triazabicyclo [4.4.0] dec-5-ene (TBD) onto commercially accessible PANF. This novel catalyst facilitates the effective and eco-friendly one-pot synthesis of 2-amino-4H-chromene. H-chromene. Moreover, an investigation into the impact of modification density on the catalytic efficacy of PANF-TBDs have been conducted. It was observed that PANF-TBD(2.0) with a higher TBD graft density can yield exceptional results, even surpassing 96 %, in a mere 30 min at a mild temperature 30( degrees)C when utilizing water as a green and easily available solvent. Furthermore, the catalyst can be effortlessly isolated from the reaction system and displays notable reusability for a minimum of 10 cycles without show obvious decline in performance.
引用
收藏
页数:9
相关论文
共 50 条
  • [21] L-Proline as Reusable and Organo Catalyst for the One-Pot Synthesis of Substituted 2-Amino-4H-Chromenes
    Behbahani, Farahnaz Kargar
    Ghorbani, Mehdi
    Sadeghpour, Mahdieh
    Mirzaei, Mohamad
    LETTERS IN ORGANIC CHEMISTRY, 2013, 10 (03) : 191 - 194
  • [22] Microwave Assisted One-pot Synthesis of 2-Amino-4H-chromenes and Spiropyrano[2,3-d]pyrimidine
    Mahmoud, Alaa F.
    Abd El-Latif, Fathy F.
    Ahmed, Amira M.
    CHINESE JOURNAL OF CHEMISTRY, 2010, 28 (01) : 91 - 96
  • [23] Triazine functionalized ordered mesoporous organosilica as a novel organocatalyst for the facile one-pot synthesis of 2-amino-4H-chromenes under solvent-free conditions
    Mondal, John
    Modak, Arindam
    Nandi, Mahasweta
    Uyama, Hiroshi
    Bhaumik, Asim
    RSC ADVANCES, 2012, 2 (30): : 11306 - 11317
  • [24] One-Pot Enantioselective Synthesis of Functionalized Pyranocoumarins and 2-Amino-4H-chromenes: Discovery of a Type of Potent Antibacterial Agent
    Zhang, Gen
    Zhang, Yaohu
    Yan, Jiexi
    Chen, Ru
    Wang, Shoulei
    Ma, Yunxia
    Wang, Rui
    JOURNAL OF ORGANIC CHEMISTRY, 2012, 77 (02): : 878 - 888
  • [25] PEG-400 remarkably efficient and recyclable media for one-pot synthesis of various 2-amino-4H-chromenes
    Shitole, Nana V.
    Shelke, Kiran F.
    Sadaphal, Sandip A.
    Shingate, Bapurao B.
    Shingare, Murlidhar S.
    GREEN CHEMISTRY LETTERS AND REVIEWS, 2010, 3 (02) : 83 - 87
  • [26] DABCO entrapped in agar-agar: A heterogeneous gelly catalyst for multi-component synthesis of 2-amino-4H-chromenes
    Shinde, Shital
    Rashinkar, Gajanan
    Salunkhe, Rajashri
    JOURNAL OF MOLECULAR LIQUIDS, 2013, 178 : 122 - 126
  • [27] An efficient one-pot, multi-component diastereoselective synthesis of functionalized cyclopenta[c]chromenes
    Adib, Mehdi
    Rajai-Daryasarei, Saideh
    Zhu, Long-Guan
    TETRAHEDRON LETTERS, 2018, 59 (39) : 3550 - 3553
  • [28] Guanidine Hydrochloride Catalyzed One-Pot Multi-Component Synthesis of Pyrazolopyranopyrimidine
    Barkule, Angad B.
    Gadkari, Yatin U.
    Salim, Simren S.
    Lomte, Savita B.
    Telvekar, Vikas N.
    CHEMISTRYSELECT, 2023, 8 (21):
  • [29] Multi-component one-pot synthesis of novel coumarinyldihydropyridines under solvent free conditions
    Bohra, Kapil
    Sharma, Deepti
    Kumar, Banty
    Olsen, Carl E.
    Parmar, Virinder S.
    Prasad, Ashok K.
    JOURNAL OF THE INDIAN CHEMICAL SOCIETY, 2013, 90 (10) : 1885 - 1891
  • [30] Biowaste-Derived Heterogeneous Catalyst for the One-Pot Multicomponent Synthesis of Diverse and Densely Functionalized 2-Amino-4H-Chromenes
    Patil, U. P.
    Patil, Rupesh C.
    Patil, Suresh S.
    ORGANIC PREPARATIONS AND PROCEDURES INTERNATIONAL, 2021, 53 (02) : 190 - 199