Copper p-toluenesulfonate/acetic acid:: a recyclable synergistic catalytic system for the tetrahydropyranylation of alcohols and phenols

被引：6
作者：
Wang, Min [1 ]
Song, Zhi-Guo [2 ]
Jiang, Heng [3 ]
Gong, Hong [3 ]
机构：
[1] Bohai Univ, Coll Chem & Chem Engn, Jinzhou, Peoples R China
[2] Bohai Univ, Ctr Sci & Technol Expt, Jinzhou, Peoples R China
[3] Liaoning Shihua Univ, Fushun, Peoples R China
来源：
MONATSHEFTE FUR CHEMIE | 2008年 / 139卷 / 06期
关键词：
tetrahydropyranylation; alcohols and phenols; synergistic catalysis; chemoselectivity; reusability;
D O I：
10.1007/s00706-007-0821-0
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Copper p-toluenesulfonate/acetic acid was found to be an efficient, chemoselective synergistic catalytic system, with catalyst loading as low as 0.3 mol% leading to clean, high-yielding tetrahydropyranylation of a variety of alcohols and phenols. By simple phase-separation, copper p-toluenesulfonate can be easily recovered and reused for several times without deterioration in catalytic activity.
引用
收藏
页码：601 / 604
页数：4
相关论文
共 18 条
  • [1] Lanthanum triflate-catalysed allylation of aldehydes: crucial activation by benzoic acid
    Aspinall, HC
    Bissett, JS
    Greeves, N
    Levin, D
    [J]. TETRAHEDRON LETTERS, 2002, 43 (02) : 319 - 321
  • [2] Facile tetrahydropyranylation of alcohols and phenols using anhydrous calcium chloride under mild and neutral conditions
    Bandgar, BP
    Sadavarte, VS
    Uppalla, LS
    Patil, SV
    [J]. MONATSHEFTE FUR CHEMIE, 2003, 134 (03): : 425 - 428
  • [3] Vanadyl(IV) acetate: a mild and efficient heterogeneous catalyst for the tetrahydropyranylation of alcohols, thiols and phenols
    Choudary, BM
    Neeraja, V
    Kantam, ML
    [J]. JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2001, 175 (1-2) : 169 - 172
  • [4] YB(FOD)3-PROMOTED ENE REACTION OF ALDEHYDES WITH VINYL ETHERS
    DEATON, MV
    CIUFOLINI, MA
    [J]. TETRAHEDRON LETTERS, 1993, 34 (15) : 2409 - 2412
  • [5] Goud PM, 2003, J CHEM RES, P806
  • [6] Greene T.W., 1991, PROTECTIVE GROUPS OR, V2nd
  • [7] HOYER S, 1986, SYNTHESIS-STUTTGART, P655
  • [8] Lithium triflate (LiOTf) catalyzed efficient and chemoselective tetrahydropyranylation of alcohols and phenols under mild and neutral reaction conditions
    Karimi, B
    Maleki, W
    [J]. TETRAHEDRON LETTERS, 2002, 43 (30) : 5353 - 5355
  • [9] LiBF4:: A mild and efficient catalyst for the tetrahydropyranylation of alcohols and their detetrahydropyranylation
    Kazemi, F
    Kiasat, AR
    Ebrahimi, S
    [J]. SYNTHETIC COMMUNICATIONS, 2002, 32 (16) : 2483 - 2487
  • [10] A highly efficient synthetic protocol for tetrahydropyranylation/depyranylation of alcohols and phenols
    Khan, AT
    Ghosh, S
    Choudhury, LH
    [J]. EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2005, 2005 (22) : 4891 - 4896
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