An efficient chemo and regioselective oxidative nuclear bromination of activated aromatic compounds using lithium bromide and ceric ammonium nitrate

被引：91
|
作者：
Roy, SC [1 ]
Guin, C
Rana, KK
Maiti, G
机构：
[1] Indian Assoc Cultivat Sci, Dept Organ Chem, Kolkata 700032, W Bengal, India
[2] Jadavpur Univ, Dept Chem, Kolkata 700032, W Bengal, India
来源：
TETRAHEDRON LETTERS | 2001年 / 42卷 / 39期
关键词：
chemo and regioselective; oxidative nuclear bromination; lithium bromide; ceric ammonium nitrate;
D O I：
10.1016/S0040-4039(01)01412-5
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A mild, efficient and highly chemo- and regioselective method for the bromination of electron rich aromatic molecules has been developed by electrophilic substitution of Br+, which was generated in situ from LiBr using ceric ammonium nitrate as the oxidant. Free aromatic amines remained unaffected under the reaction conditions. (C) 2001 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码：6941 / 6942
页数：2
相关论文
共 33 条
  • [1] Mild and regioselective oxidative bromination of aromatic compounds using ammonium bromide and ozone
    Narender, N
    Mohan, KVVK
    Kulkarni, SJ
    Raghavan, KV
    JOURNAL OF CHEMICAL RESEARCH, 2003, (09) : 597 - 598
  • [2] A novel and efficient ceric ammonium nitrate catalyzed oxidative nuclear chlorination of activated aromatic compounds by acetyl chloride
    Roy, SC
    Rana, KK
    Guin, C
    Banerjee, B
    SYNLETT, 2003, (02) : 221 - 222
  • [3] A mild and efficient method for oxidative halodecarboxylation of α,β-unsaturated aromatic acids using lithium bromide/chloride and ceric ammonium nitrate
    Roy, SC
    Guin, C
    Maiti, G
    TETRAHEDRON LETTERS, 2001, 42 (52) : 9253 - 9255
  • [4] Ceric ammonium nitrate mediated selective bromoalkoxylation of activated cinnamyl compounds using lithium bromide
    Roy, SC
    Guin, C
    Rana, KK
    Maiti, G
    SYNLETT, 2001, (02) : 226 - 227
  • [5] AN ECONOMICAL AND ECOFRIENDLY REGIOSELECTIVE BROMINATION OF ACETANILIDES USING POTASSIUM BROMIDE AND CERIC AMMONIUM NITRATE IN POLYETHYLENE GLYCOL
    Gupta, Ritu
    Lata
    HETEROCYCLIC LETTERS, 2012, 2 (03): : 297 - 300
  • [6] Bromination of Aromatic Compounds Using Ammonium Bromide and Oxone®
    Kumar, Macharla Arun
    Rohitha, Chozhiyath Nappunni
    Kulkarni, Shivanand Janardhan
    Narender, Nama
    SYNTHESIS-STUTTGART, 2010, (10): : 1629 - 1632
  • [7] Fast and Efficient Bromination of Aromatic Compounds with Ammonium Bromide and Oxone
    Naresh, Mameda
    Kumar, Macharla Arun
    Reddy, Marri Mahender
    Swamy, Peraka
    Nanubolu, Jagadeesh Babu
    Narender, Nama
    SYNTHESIS-STUTTGART, 2013, 45 (11): : 1497 - 1504
  • [8] A mild and efficient method for oxidative halodecarboxylation of α,β-unsaturated aromatic acids using lithium bromide/chloride and ceric ammonium nitrate (vol 42, pg 9253, 2001)
    Roy, SC
    Guin, C
    Maiti, G
    TETRAHEDRON LETTERS, 2002, 43 (14) : 2669 - 2669
  • [9] Efficient and mild oxidative nuclear thiocyanation of activated aromatic compounds using ammonium thiocyanate and diacetoxyiodobenzene
    Karade, NN
    Tiwari, GB
    Shirodkar, SG
    Dhoot, BM
    SYNTHETIC COMMUNICATIONS, 2005, 35 (09) : 1197 - 1201
  • [10] Synthesis of Benzyl Triethyl Ammonium Tribromide and Its Application as a Highly Efficient and Regioselective Reagent for the Bromination of Activated Aromatic Compounds
    Pourmousavi, Seied Ali
    Salehi, Parvin
    ACTA CHIMICA SLOVENICA, 2009, 56 (03) : 734 - 739
1234