Hafnium trifluoromethanesulfonate [Hf(OTf)4]-catalyzed conjugate addition of Indoles to α,β-enones

被引：26
|
作者：
Kawatsura, M [1 ]
Aburatani, S
Uenishi, J
机构：
[1] Tottori Univ, Fac Engn, Dept Mat Sci, Tottori 6808552, Japan
[2] Kyoto Pharmaceut Univ, Kyoto 6078412, Japan
来源：
SYNLETT | 2005年 / 16期
关键词：
hafnium trifluoromethanesulfonate; conjugate additions; Lewis acids; indoles; enones; catalysis;
D O I：
10.1055/s-2005-872694
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Hafnium trifluoromethanesulfonate [Hf(OTf)(4)]- and scandium trifluoromethanesulfonate [Sc(OTf)(3)]-Catalyzed conjugated addition of 3-position of indoles to several enones proceeded in acetonitrile as solvent. Especially, Hf(OTf)(4) exhibited high catalytic activity and gave the Conjugate addition product ill good yield.
引用
收藏
页码：2492 / 2494
页数：3
相关论文
共 50 条
  • [1] Bismuth triflate catalyzed conjugate addition of indoles to α,β-enones
    Reddy, AV
    Ravinder, K
    Goud, TV
    Krishnaiah, P
    Raju, TV
    Venkateswarlu, Y
    TETRAHEDRON LETTERS, 2003, 44 (33) : 6257 - 6260
  • [2] Cu(OTf)2 Catalyzed Conjugate Addition of Mercaptans to Enones
    Zhang, Tongfei
    Chen, Yibo
    Gao, Zhenbo
    CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2021, 41 (06) : 2424 - 2434
  • [3] Hafnium Trifluoromethanesulfonate [Hf(OTf)4] as a Unique Lewis Acid in Organic Synthesis
    Ishitani, Haruro
    Suzuki, Hirotsugu
    Saito, Yuki
    Yamashita, Yasuhiro
    Kobayashi, Shu
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2015, 2015 (25) : 5485 - 5499
  • [4] Copper(II) bromide-catalyzed conjugate addition of indoles to α,β-enones
    Nayak, SK
    SYNTHETIC COMMUNICATIONS, 2006, 36 (09) : 1307 - 1315
  • [5] Gold-catalyzed conjugate addition type reaction of indoles with α,β-enones
    Arcadi, A
    Bianchi, G
    Chiarini, M
    D'anniballe, G
    Marinelli, F
    SYNLETT, 2004, (06) : 944 - 950
  • [6] Conjugate addition of indoles and thiols with electron-deficient olefins catalyzed by Bi(OTf)3
    Alam, MM
    Varala, R
    Adapa, SR
    TETRAHEDRON LETTERS, 2003, 44 (27) : 5115 - 5119
  • [7] Hafnium trifluoromethanesulfonate (Hf(OTf)4) as an efficient catalyst in the fries rearrangement and direct acylation of phenol and naphthol derivatives
    Kobayashi, S
    Moriwaki, M
    Hachiya, I
    TETRAHEDRON LETTERS, 1996, 37 (12) : 2053 - 2056
  • [8] Hafnium trifluoromethanesulfonate (Hf(OTf)4) as an efficient catalyst in the fries rearrangement and direct acylation of phenol and naphthol derivatives
    Kobayashi, S.
    Moriwaki, M.
    Hachiya, I.
    Tetrahedron Letters, 37 (12):
  • [9] Nitrosonium(NO~+) catalyzed Michael addition of indoles to unsaturated enones
    Guai Li Wu Long Min Wu~* State Key Laboratory of Applied Organic Chemistry
    Chinese Chemical Letters, 2008, (01) : 55 - 58
  • [10] RuIII-catalyzed double-conjugate 1,4-addition of indoles to symmetric enones
    Tabatabaeian, K.
    Mamaghani, M.
    Mahmoodi, N. O.
    Khorshidi, A.
    JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2007, 270 (1-2) : 112 - 116
12345