Convenient synthesis of naphthopyrans using montmorillonite K-10 as heterogeneous catalyst

被引:7
|
作者
Hosseinzadeh, Rahman [1 ]
Mohadjerani, Maryam [2 ]
Ardestanian, Mohammad Javad [1 ]
Naimi-Jamal, Mohammad Reza [3 ]
Lasemi, Zahra [4 ]
机构
[1] Univ Mazandaran, Dept Organ Chem, Fac Chem, Babol Sar, Iran
[2] Univ Mazandaran, Fac Basic Sci, Dept Mol & Cell Biol, Babol Sar, Iran
[3] Iran Univ Sci & Technol, Dept Chem, Tehran 1684611367, Iran
[4] Islamic Azad Univ, Firoozkooh Branch, Dept Chem, Firoozkooh, Iran
关键词
Naphthopyran; propargylic alcohols; naphthol; montmorillonite K-10; ONE-POT SYNTHESIS; PHOTOCHROMIC PROPERTIES; ANALOGS;
D O I
10.1007/s12039-014-0670-4
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A simple and mild procedure for the synthesis of different naphthopyrans providing high yields in a short reaction time was reported. The reaction of propargylic alcohols with alpha- or beta-naphthol and dihydroxy naphthalenes in the presence of montmorillonite K-10 was studied. This reaction afforded high yields of the corresponding naphthopyrans. In addition, a number of new phenylene and biphenylen-linked bisnaphthopyrans were synthesized providing excellent yields via the one-pot reaction of bis-propargyl alcohols with beta-naphthol.
引用
收藏
页码:1081 / 1089
页数:9
相关论文
共 50 条
  • [1] Convenient synthesis of naphthopyrans using montmorillonite K-10 as heterogeneous catalyst
    RAHMAN HOSSEINZADEH
    MARYAM MOHADJERANI
    MOHAMMAD JAVAD ARDESTANIAN
    MOHAMMAD REZA NAIMI-JAMAL
    ZAHRA LASEMI
    Journal of Chemical Sciences, 2014, 126 : 1081 - 1089
  • [2] Montmorillonite K-10: Recyclable and useful catalyst
    Jordao, Alessandro Kappel
    RESEARCH JOURNAL OF CHEMISTRY AND ENVIRONMENT, 2008, 12 (03): : 102 - 103
  • [3] Montmorillonite K-10 clay as reusable heterogeneous catalyst for the microwave-mediated solventless synthesis of phthalazinetetraones
    Habibi, Davood
    Mahmoodi, Nosratollah
    Marvi, Omid
    CANADIAN JOURNAL OF CHEMISTRY, 2007, 85 (02) : 81 - 84
  • [4] Microwave Assisted Synthesis of Arylpyrazoles Using Montmorillonite K-10
    Hatamjafari, Farhad
    ASIAN JOURNAL OF CHEMISTRY, 2013, 25 (04) : 2339 - 2340
  • [5] A glycosidation reaction employing Montmorillonite K-10 as catalyst
    Bedell, BL
    Crouch, RD
    Holden, MS
    Martinson, HE
    JOURNAL OF CHEMICAL EDUCATION, 1996, 73 (11) : 1041 - 1042
  • [6] Montmorillonite K-10: As a Useful Catalyst in Organic Preparations
    Baghernejad, Bita
    LETTERS IN ORGANIC CHEMISTRY, 2010, 7 (03) : 255 - 268
  • [7] Montmorillonite K-10: An efficient and reusable catalyst for the synthesis of quinoxaline derivatives in water
    Huang, Tai-kun
    Wang, Rui
    Shi, Lin
    Lu, Xiao-xia
    CATALYSIS COMMUNICATIONS, 2008, 9 (06) : 1143 - 1147
  • [8] Montmorillonite K-10: a mild, inexpensive and convenient catalyst for synthesis of thiiranes from oxiranes under non-aqueous conditions
    Mohammadpoor-Baltork, I
    Aliyan, H
    JOURNAL OF CHEMICAL RESEARCH, 2000, (03) : 122 - 123
  • [9] SYNTHESIS OF 3-SUBSTITUTED ISOCOUMARINS USING MONTMORILLONITE K-10
    Roopan, S. Mohana
    Reddy, B. Ramakrishna
    Kumar, A. Sudheer
    Khan, F. Nawaz
    INDIAN JOURNAL OF HETEROCYCLIC CHEMISTRY, 2009, 19 (01) : 81 - 82
  • [10] Synthesis of New 1, 10-Phenanthroline Analogs as Potent Antimicrobial Agents Using Montmorillonite K-10 as Catalyst
    Pagadala, Ramakanth
    Chidurala, Praveen
    Jetti, Venkateshwarlu
    Meshram, Jyotsna S.
    Maddila, Suresh
    Jonnalagadda, Sreekanth B.
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 2015, 52 (02) : 397 - 402