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
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
  • [41] Synthesis of Ti(acac)2(O-i-Pr)2 and its L-Lactide Ring-Opening Polymerization
    Yim, Jin-Heong
    Jung, Hayoung
    Ko, Young Soo
    POLYMER-KOREA, 2018, 42 (02) : 242 - 248
  • [42] TI(O-I-PR)4-MEDIATED NUCLEOPHILIC OPENINGS OF 2,3-EPOXY ALCOHOLS - A MILD PROCEDURE FOR REGIOSELECTIVE RING-OPENING
    CARON, M
    SHARPLESS, KB
    JOURNAL OF ORGANIC CHEMISTRY, 1985, 50 (09): : 1557 - 1560
  • [43] Ti(O-i-Pr)-NaNp-N固氮体系和锆、铁氢化物的反应
    贝浼智
    袁伦利
    潘力
    郭和夫
    催化学报, 1986, (02) : 202 - 204
  • [44] Synthetic Reactions Using Low-valent Titanium Reagents Derived from Ti(OR)4 or CpTiX3 (X=O-i-Pr or Cl) in the Presence of Me3SiCl and Mg
    Okamoto, Sentaro
    CHEMICAL RECORD, 2016, 16 (02): : 857 - 872
  • [45] Efficient and practical method for synthesizing optically active indan-2-ols by the Ti(O-i-Pr)4/2 i-PrMgCl-mediated metalative Reppe reaction
    Hanazawa, T
    Sasaki, K
    Takayama, Y
    Sato, F
    JOURNAL OF ORGANIC CHEMISTRY, 2003, 68 (12): : 4980 - 4983
  • [46] Synthesis, Structures, and Characterizations of [ArTi(O-i-Pr)3]2 and Efficient Room-Temperature Aryl-Aryl Coupling of Aryl Bromides with [ArTi(O-i-Pr)3]2 Catalyzed by the Economic Pd(OAC)2/PCy3 System
    Yang, Hsu-Tang
    Zhou, Shuangliu
    Chang, Feng-Shuo
    Chen, Chi-Ren
    Gau, Han-Mou
    ORGANOMETALLICS, 2009, 28 (19) : 5715 - 5721
  • [47] HYDROGEN TRANSFER-REACTIONS .4. SUBSTITUENT EFFECT IN REDUCTION OF BENZALDEHYDES BY ISOPROPYL ALCOHOL CATALYZED BY ALUMINA
    VENKATASUBRAMANIAN, N
    RAMANA, DV
    PILLAI, CN
    JOURNAL OF CATALYSIS, 1978, 51 (01) : 40 - 46
  • [48] INSERTION REACTIONS OF HEXAALKOXYDIMOLYBDENUM AND DITUNGSTEN COMPOUNDS WITH ORGANIC ISOCYANATES - SYNTHESES AND STRUCTURES OF W2(OCME3)4[N(C6H5)C(O)OCME3]2 AND MO2(O-I-PR)4[N(C6H5)C(O)O-I-PR]
    CHISHOLM, MH
    COTTON, FA
    FOLTING, K
    HUFFMAN, JC
    RATERMANN, AL
    SHAMSHOUM, ES
    INORGANIC CHEMISTRY, 1984, 23 (26) : 4423 - 4427
  • [49] La(O-i-Pr)3 catalyzed three-component condensation reaction:: A convenient synthesis of N,N-dialkyl-α-cyanoamines
    Sun, PP
    Qian, CT
    Wang, LM
    Chen, RF
    SYNTHETIC COMMUNICATIONS, 2002, 32 (19) : 2973 - 2978
  • [50] Novel reductive olefination mediated by Ti(O-i-Pr)4 and Ph3P.: One-pot synthesis of trifluoromethylated trans-allylic alcohols
    Shen, YC
    Zhang, YM
    Zhou, YF
    CHEMICAL COMMUNICATIONS, 1998, (20) : 2195 - 2196