Selective O-demethylation during bromination of (3,4-dimethoxyphenyl) (2,3,4-trimethoxyphenyl)methanone

被引：15
|
作者：
Cetinkaya, Yasin [1 ]
Menzek, Abdullah [1 ]
Sahin, Ertan [1 ]
Balaydin, Halis Turker [1 ,2 ]
机构：
[1] Ataturk Univ, Dept Chem, Fac Sci, TR-25240 Erzurum, Turkey
[2] Artvin Coruh Univ, Fac Educ, TR-08000 Artvin, Turkey
来源：
TETRAHEDRON | 2011年 / 67卷 / 19期
关键词：
Bromophenol; Bromination; Selective O-demethylation; BROMOPHENOLS; INHIBITION;
D O I：
10.1016/j.tet.2011.03.033
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
(3,4-Dimethoxyphenyl)(2,3,4-trimethoxyphenyl)methanone was synthesized and its bromination was investigated in different conditions. Nine new products (bromophenol derivatives) were isolated in the reactions. These bromophenol derivatives were obtained by selective O-demethylation in its bromination with bromine. The products and their formations were discussed. (C) 2011 Elsevier Ltd. All rights reserved.
引用
收藏
页码：3483 / 3489
页数：7
相关论文
共 50 条
  • [21] N-[2-(3,4-dimethoxyphenyl)ethyl]-3-phenylacrylamide
    Ohba, S
    Ito, Y
    ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2002, 58 : o517 - o518
  • [22] PARTIAL O-DEMETHYLATION OF AROMATIC-SUBSTITUTED 3,4-DIHYDROISOQUINOLINES
    BROSSI, A
    TEITEL, S
    HELVETICA CHIMICA ACTA, 1970, 53 (07) : 1779 - &
  • [23] [4-(3,4-Dimethoxyphenyl)-3,6-dimethyl-2-phenyl-3,4-dihydroquinolin-1(2H)-yl)](furan-2-yl)methanone
    Bonilla-Castaneda, Sandra M.
    Villamizar-Mogotocoro, Andres F.
    Kouznetsov, Vladimir V.
    MOLBANK, 2022, 2022 (03)
  • [24] Tetrakis[μ-2-(3,4-dimethoxyphenyl)acetato]- κ4O:O′;κ3O,O′:O;κ3O:O,O′bis{[2-(3,4-dimethoxyphenyl)acetato- κ2O,O′](1,10-phenanthroline-κ2N,N′)samarium(III)}
    Liu, Jia-Lu
    Li, Hua-Qiong
    Zhao, Guo-Liang
    ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2010, 66 : M1377 - U398
  • [25] METABOLIC O-DEMETHYLATION OF 3,4-DIMETHOXYAMPHETAMINE INVIVO IN DOG AND MONKEY
    MIDHA, KK
    BAILEY, K
    COOPER, JK
    HUBBARD, JW
    XENOBIOTICA, 1979, 9 (08) : 485 - 490
  • [26] Influence of Bis-(2,3,4-Trimethoxyphenyl)Azaalkanes Central Atom Type on Their Cardiotropic Activity
    Mokrov, G. V.
    Vorobieva, T. Yu.
    Birukova, V. E.
    Barchukova, E. I.
    Tsorin, I. B.
    Vititnova, M. B.
    Rebeko, A. G.
    Kryzhanovskiy, S. A.
    Gudasheva, T. A.
    PHARMACEUTICAL CHEMISTRY JOURNAL, 2023, 57 (09) : 1350 - 1355
  • [27] 2-(4-Bromophenyl)-5-(3,4-dimethoxyphenyl)-3,4-dimethylthiophene
    Lei, YJ
    Shi, JX
    Yu, M
    Zheng, XF
    ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2005, 61 : O873 - O874
  • [28] (E)-1-[4-(Methylsulfanyl)phenyl]-2-(2,3,4-trimethoxyphenyl)ethene
    Gielara-Korzanska, Agnieszka
    Stefanski, Tomasz
    Korzanski, Artur
    Sobiak, Stanislaw
    ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2012, 68 : O2791 - +
  • [29] SYNTHESES OF 2-(3,4-DIMETHOXYPHENYL)ETHYLAMINE DERIVATIVES AND THEIR ANTIULCER ACTIVITIES
    HOSOKAMI, T
    KURETANI, M
    HIGASHI, K
    ASANO, M
    OHYA, K
    TAKASUGI, N
    MAFUNE, E
    MIKI, T
    CHEMICAL & PHARMACEUTICAL BULLETIN, 1992, 40 (10) : 2712 - 2719
  • [30] 1-(3,4-Dimethoxyphenyl)-3-phenylprop-2-en-1-one
    Umesha, Basavaiah
    Basavaraju, Yeriyur Basavaiah
    Kaur, Manpreet
    Yathirajan, Hemmige S.
    Jasinski, Jerry P.
    ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2014, 70 : O368 - +
12345