Silica supported perchloric acid (HClO4-SiO2):: an efficient and recyclable heterogeneous catalyst for the one-pot synthesis of amidoalkyl naphthols

被引：173
|
作者：
Shaterian, Hamid Reza [1 ]
Yarahmadi, Hossein [1 ]
Ghashang, Majid [1 ]
机构：
[1] Univ Sistan & Baluchestan, Fac Sci, Dept Chem, Zahedan, Iran
来源：
TETRAHEDRON | 2008年 / 64卷 / 07期
关键词：
silica supported perchloric acid; amidoalkyl naphthol; multi-component reaction; recyclable heterogeneous catalyst; SOLVENT-FREE CONDITIONS; HIGHLY EFFICIENT; REUSABLE CATALYST; AMBIENT CONDITIONS; GREEN CHEMISTRY; MILD; CONDENSATION; DERIVATIVES; ALDEHYDES; LIMITATIONS;
D O I：
10.1016/j.tet.2007.11.070
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
An efficient and direct protocol for the preparation of amidoalkyl naphthols employing a multi-component and one-pot condensation reaction of 2-naphthol, aromatic aldehydes, and acetonitrile or acetamide in the presence of silica supported perchloric acid under solvent, solvent-free, and microwave irradiation conditions is described. The present protocol with HClO4-SiO2 catalyst is superior to the recently reported catalytic methods. It is noteworthy that 1-amidomethyl-2-naphthols can be converted into important 'drug like' 1-aminomethyl-2-naphthol derivatives by amide hydrolysis. (c) 2007 Elsevier Ltd. All rights reserved.
引用
收藏
页码：1263 / 1269
页数：7
相关论文
共 50 条
  • [1] Silica supported perchloric acid(HClO4-SiO2):A mild,reusable and highly efficient heterogeneous catalyst for the synthesis of amidoalkyl naphthols
    Gholam Hossein Mahdavinia
    Mohammad A.Bigdeli
    Majid M.Heravi
    ChineseChemicalLetters, 2008, (10) : 1171 - 1174
  • [2] Silica supported perchloric acid (HClO4-SiO2): A mild, reusable and highly efficient heterogeneous catalyst for the synthesis of amidoalkyl naphthols
    Mahdavinia, Gholam Hossein
    Bigdeli, Mohammad A.
    Heravi, Majid M.
    CHINESE CHEMICAL LETTERS, 2008, 19 (10) : 1171 - 1174
  • [3] Graphite-Supported Perchloric Acid (HClO4-C): An Efficient and Recyclable Heterogeneous Catalyst for the One-Pot Synthesis of Amidoalkyl Naphthols
    Lei, Zhen-Kai
    Xiao, Li
    Lu, Xiao-Quan
    Huang, He
    Liu, Chen-Jiang
    MOLECULES, 2013, 18 (02): : 1653 - 1659
  • [4] Silica-Supported Perchloric Acid (HClO4-SiO2): An Efficient Catalyst for One-Pot Synthesis of Functionalized Tetrahydropyrimidine Derivatives
    Khan, Abu T.
    Khan, Md. Musawwer
    Das, Deb Kumar
    Lal, Mohan
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 2012, 49 (06) : 1362 - 1369
  • [5] Silica Supported Perchloric Acid (HClO4-SiO2): Highly Efficient Heterogeneous Catalyst for the Synthesis of α-Amino Phosphonates
    Rostamizadeh, Mohsen
    Maghsoodlou, Malek T.
    Hazeri, Nourallah
    Habibi-Khorassani, Sayyed M.
    Sajadikhah, Seyed S.
    Maleki, Nariman
    Shahkarami, Zahra
    LETTERS IN ORGANIC CHEMISTRY, 2010, 7 (07) : 542 - 544
  • [6] One-pot synthesis of amidoalkyl naphthols using NaHSO4•SiO2 as an efficient and recyclable heterogeneous catalyst
    Shaterian, Hamid Reza
    Yarahmadi, Hossein
    Ghashang, Majid
    TURKISH JOURNAL OF CHEMISTRY, 2009, 33 (04) : 449 - 457
  • [7] A silica gel supported dual acidic ionic liquid: an efficient and recyclable heterogeneous catalyst for the one-pot synthesis of amidoalkyl naphthols
    Zhang, Qiang
    Luo, Jun
    Wei, Yunyang
    GREEN CHEMISTRY, 2010, 12 (12) : 2246 - 2254
  • [8] HClO4-SiO2 as a novel and recyclable catalyst for the one-pot synthesis of homoallylic amines
    Nagarapu, Lingaiah
    Paparaju, Venkateswarlu
    Pathuri, Gopal
    Kantevari, Srinivas
    Pakkiru, Rupa Rani
    Kamalla, Radhika
    JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2007, 267 (1-2) : 53 - 56
  • [9] Silica-Supported Perchloric Acid (HClO4-SiO2)
    Sharma, Upendra
    SYNLETT, 2009, (19) : 3219 - 3220
  • [10] Synthesis of silica supported perchloric acid nanoparticles (HClO4-SiO2 NPs): efficient synthesis of biscoumarin derivatives in water
    Sadeghi, Bahareh
    JOURNAL OF CHEMICAL RESEARCH, 2013, (03) : 171 - 173
12345