Tetra-methyl ammonium hydroxide:: An efficient and versatile catalyst for the one-pot synthesis of tetrahydrobenzo[b]pyran derivatives in aqueous media

被引:176
|
作者
Balalaie, Saeed [1 ]
Sheikh-Ahmadi, Masoumeh [1 ]
Bararjanian, Morteza [1 ]
机构
[1] KN Toosi Univ Technol, Peptide Res Grp, Tehran, Iran
关键词
4H-Benzo[b]pyrans; 4H-Chromene; tetra-methyl ammonium hydroxide; aqueous media; Tandem Knoevenagel-cyclocondensation reaction;
D O I
10.1016/j.catcom.2007.01.034
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
Tetra-methyl ammonium hydroxide has been used as a mild, efficient, neutral and cheap catalyst for the synthesis of various 4H-benzo[b]pyran derivatives via a one-pot three-component condensation in aqueous media. This method offers the advantages of proceeding, neutral and mild conditions, giving high to excellent yields of the products and simple work-up. (c) 2007 Elsevier B.V. All rights reserved.
引用
下载
收藏
页码:1724 / 1728
页数:5
相关论文
共 50 条
  • [1] Diammonium hydrogen phosphate:: An efficient and versatile catalyst for the one-pot synthesis of tetrahydrobenzo[b]pyran derivatives in aqueous media
    Balalaie, Saeed
    Bararjanian, Morteza
    Sheikh-Ahmadi, Masoumeh
    Hekmat, Shohreh
    Salehi, Peyman
    SYNTHETIC COMMUNICATIONS, 2007, 37 (7-9) : 1097 - 1108
  • [2] (S)-Proline as a neutral and efficient catalyst for the one-pot synthesis of tetrahydrobenzo[b]pyran derivatives in aqueous media
    Balalaie, S
    Bararjanian, M
    Amani, AM
    Movassagh, B
    SYNLETT, 2006, (02) : 263 - 266
  • [3] β-Cyclodextrin as an efficient catalyst for the one-pot synthesis of tetrahydrobenzo[b]pyran derivatives in water
    Lu, Jun
    Fu, Xue-wen
    Zhang, Ge
    Wang, Chun
    RESEARCH ON CHEMICAL INTERMEDIATES, 2016, 42 (02) : 417 - 424
  • [4] A clean one-pot synthesis of tetrahydrobenzo[b]pyran derivatives catalyzed by hexadecyltrimethyl ammonium bromide in aqueous media
    Jin, TS
    Wang, AQ
    Wang, X
    Zhang, JS
    Li, TS
    SYNLETT, 2004, (05) : 871 - 873
  • [5] One-Pot Synthesis of Tetrahydrobenzo[b]pyran Derivatives Catalyzed by Amines in Aqueous Media
    Yu, Li-Qin
    Liu, Fei
    You, Qi-Dong
    ORGANIC PREPARATIONS AND PROCEDURES INTERNATIONAL, 2009, 41 (01) : 77 - 82
  • [6] β-Cyclodextrin as an efficient catalyst for the one-pot synthesis of tetrahydrobenzo[b]pyran derivatives in water
    Jun Lu
    Xue-wen Fu
    Ge Zhang
    Chun Wang
    Research on Chemical Intermediates, 2016, 42 : 417 - 424
  • [7] Green and Efficient One-pot Synthesis of Tetrahydrobenzo[b]pyran Derivatives
    Ankush, Bhaskar P.
    Shitole, Balasaheb V.
    Shitole, Nana V.
    ORBITAL-THE ELECTRONIC JOURNAL OF CHEMISTRY, 2023, 15 (03): : 148 - 152
  • [8] CARO'S ACID-SILICA GEL: AN EFFICIENT AND VERSATILE CATALYST FOR THE ONE-POT SYNTHESIS OF TETRAHYDROBENZO[b]PYRAN DERIVATIVES
    Oskooie, Hossein Abdi
    Heravi, Majid M.
    Karimi, Narges
    Zadeh, Mojgan Ebrahim
    SYNTHETIC COMMUNICATIONS, 2011, 41 (03) : 436 - 440
  • [9] Pentafluoropropionic Acid: An Efficient and Metal-Free Catalyst for the One-Pot Synthesis of Tetrahydrobenzo[b] pyran Derivatives
    Montazeri, Naser
    Noghani, Taghva
    Ghorchibeigy, Mona
    Zoghi, Rozita
    JOURNAL OF CHEMISTRY, 2014, 2014
  • [10] Uncatalyzed reactions in aqueous media:: Three-component, one-pot, clean synthesis of tetrahydrobenzo[b]pyran derivatives
    Bandgar, Sunita B.
    Bandgar, Babasaheb P.
    Korbad, Balaji L.
    Totre, Jalinder V.
    Patil, Sachin
    AUSTRALIAN JOURNAL OF CHEMISTRY, 2007, 60 (04) : 305 - 307