Free radical-promoted conjugate addition of activated bromo compounds using titanocene(III) chloride as the radical initiator

被引:18
|
作者
Mandal, SK [1 ]
Jana, S [1 ]
Roy, SC [1 ]
机构
[1] Indian Assoc Cultivat Sci, Dept Organ Chem, Kolkata 700032, W Bengal, India
关键词
free radical; titanocene(III) chloride; conjugate addition; alpha; beta-unsaturated carbonyl compounds; bromo compounds;
D O I
10.1016/j.tetlet.2005.07.007
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Free radical-promoted conjugate addition of activated bromo compounds to alpha,beta-unsaturated ketones and reactive alpha,beta-unsaturated esters has been described using titanocene(III) chloride (CP2TiCl) as the radical initiator. Cp2TiCl was prepared in situ from commercially available CP2TiCl2 and activated zinc dust in THF. (c) 2005 Elsevier Ltd. All rights reserved.
引用
收藏
页码:6115 / 6117
页数:3
相关论文
共 26 条
  • [21] Radical addition reaction of brominated active methylene compounds to enol ethers using 2,2′-azobis(2,4-dimethyl-4-methoxyvaleronitrile) (V-70) as an initiator
    Kita, Y
    Sano, A
    Yamaguchi, T
    Oka, M
    Gotanda, K
    Matsugi, M
    JOURNAL OF ORGANIC CHEMISTRY, 1999, 64 (02): : 675 - 678
  • [22] Free radical cross-linking copolymerization of acrylamide and N,N′ methylene-bis-acrylamide by using Fe(III)/thiourea and Ce(IV)/thiourea redox initiator systems
    Debnath, Bidyut
    Bit, Goutam
    Saha, Swapan K.
    INDIAN JOURNAL OF CHEMICAL TECHNOLOGY, 2009, 16 (02) : 196 - 199
  • [23] Radical addition reaction of brominated active methylene compounds to enol ethers using 2,2 prime -azobis(2,4-dimethyl-4-methoxy-valeronitrile) (V-70) as an initiator
    Kita, Yasuyuki
    Sano, Atsunori
    Yamaguchi, Takahiro
    Oka, Masahisa
    Gotanda, Kentoku
    Matsugi, Masato
    Journal of Organic Chemistry, 1999, 64 (02):
  • [24] Construction of a 4H-pyrido[4,3,2-gh]phenanthridin-5(6H)-one skeleton via a catalyst-free radical cascade addition/cyclization using azo compounds as radical sources
    Zhang, Chen
    Pi, Junxia
    Chen, Shu
    Liu, Ping
    Sun, Peipei
    ORGANIC CHEMISTRY FRONTIERS, 2018, 5 (05): : 793 - 796
  • [25] FREE-RADICAL REACTIONS OF HALOGENATED BRIDGED POLYCYCLIC COMPOUNDS .14. COBALT(II) CHLORIDE-CATALYSED REACTION OF METHYLMAGNESIUM LODIDE WITH 5-ENDO-BROMO-1,2,3,4,7,7-HEXACHLORONORBORN-2-ENE AND RELATED COMPOUNDS
    ALEXANDE.R
    DAVIES, DI
    HEY, DH
    DONE, JN
    JOURNAL OF THE CHEMICAL SOCIETY C-ORGANIC, 1971, (13): : 2367 - &
  • [26] Regio- and diastereoselective synthesis of trans-dihydrofuran-3-carboxamides by radical addition of 1,3-dicarbonyl compounds to acrylamides using manganese(III) acetate and determination of exact configuration by X-ray crystallography
    Yilmaz, Mehmet
    Ustalar, Asli
    Ucan, Bedriye
    Pekel, A. Tarik
    ARKIVOC, 2016, : 79 - 91