Use of isopropyl alcohol as a solvent in Ti(O-i-Pr)4-catalyzed Knoevenagel reactions

被引：71
|
作者：
Yamashita, K [1 ]
Tanaka, T [1 ]
Hayashi, M [1 ]
机构：
[1] Kobe Univ, Fac Sci, Dept Chem, Kobe, Hyogo 6578501, Japan
来源：
TETRAHEDRON | 2005年 / 61卷 / 33期
关键词：
D O I：
10.1016/j.tet.2005.06.008
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Knoevenagel reactions of aldehydes and ketones with malononitrile, isopropyl cyanoacetate and diisopropyl malonate catalyzed by Ti(O-i-Pr)(4) proceeded smoothly in i-PrOH to give the corresponding reaction products in good to high yield. 3-Substituted coumarins were prepared by the present method. (c) 2005 Elsevier Ltd. All rights reserved.
引用
收藏
页码：7981 / 7985
页数：5
相关论文
共 50 条
  • [1] Dehydrogenative coupling of alkyl or arylsilanes catalyzed by Ti(O-i-Pr)(4)
    Sakakura, T
    LeLagadec, R
    Tanaka, M
    NIPPON KAGAKU KAISHI, 1996, (12) : 1067 - 1068
  • [2] Synthetic reactions mediated by a Ti(O-i-Pr)4/2 i-PrMgX reagent
    Sato, F
    Urabe, H
    Okamoto, S
    SYNLETT, 2000, (06) : 753 - 775
  • [3] TI(O-I-PR)4 AND ZR(OPR)4 MEDIATED LACTAMIZATIONS
    MADER, M
    HELQUIST, P
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1990, 199 : 376 - ORGN
  • [4] Novel Knoevenagel-type reaction via titanium enolate derived from Ti(O-i-Pr)4 and diketene
    Hayashi, M
    Nakamura, N
    Yamashita, K
    TETRAHEDRON, 2004, 60 (32) : 6777 - 6783
  • [5] Novel addition reactions of titanacycle phosphonates by tuning of Ti(O-i-Pr)4/2i-PrMgCl
    Quntar, AA
    Srebnik, M
    CHEMICAL COMMUNICATIONS, 2003, (01) : 58 - 59
  • [6] Selective cleavage of allyl and propargyl ethers to alcohols catalyzed by Ti(O-i-Pr)4/MXn/Mg
    Ohkubo, Mutsumi
    Mochizuki, Sayaka
    Sano, Takeshi
    Kawaguchi, Yuuki
    Okamoto, Sentaro
    ORGANIC LETTERS, 2007, 9 (05) : 773 - 776
  • [7] Gas-phase ion chemistry of Ti(O-i-Pr)4
    Xavier, LA
    Riveros, JM
    CANADIAN JOURNAL OF CHEMISTRY, 2005, 83 (11) : 1913 - 1920
  • [8] Palladium-catalyzed coupling reactions of (ArCH2)Ti(O-i-Pr)3 with aromatic or heteroaromatic bromides
    Chang, Shu-Ting
    Li, Qinghan
    Chiang, Ruei-Tang
    Gau, Han-Mou
    TETRAHEDRON, 2012, 68 (21) : 3956 - 3962
  • [9] Formation of azatitanacyclopentanes from ene-imines and a Ti(O-i-Pr)4/2i-PrMgX reagent and their synthetic reactions
    Uchikawa, W
    Matsuno, C
    Okamoto, S
    TETRAHEDRON LETTERS, 2004, 45 (49) : 9037 - 9040
  • [10] Reactions of Ti(O-i-Pr)Cl3 with 2-aminophenol and the crystal structure of the zwitterionic complex [Ti(O-i-Pr)Cl3(THF)(-OC6H4NH3+)]•THF
    Ho, YC
    Hwang, TY
    Gau, HM
    INORGANICA CHIMICA ACTA, 1998, 278 (02) : 232 - 236
12345