Aromatic nucleophilic substitution in 1,2,4-triazine 4-oxides with Grignard reagents

被引:0
|
作者
Prokhorov, AM [1 ]
Kozhevnikov, DN [1 ]
Rusinov, VL [1 ]
Chupakhin, ON [1 ]
机构
[1] Urals State Tech Univ, Ekaterinburg 620002, Russia
关键词
1,2,4-triazines; Grignard reagents; sigma-adducts; aromatization; dehydrogenation; regioselectivity; heterocycles;
D O I
暂无
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Addition of the Grignard reagents to 1,2,4-triazine 4-oxides followed by aromatization of the intermediate sigma(H)-adducts by dehydrogenation or dehydration was used for synthesis of 5-alkyl- or 5-aryl-substituted 1,2,4-triazines and their 4-oxides.
引用
收藏
页码:1157 / 1161
页数:5
相关论文
共 50 条
  • [41] 1,2,4-TRIAZINES .4. SYNTHESIS AND CHARACTERIZATION OF 1,2,4-TRIAZINE N-OXIDES
    PAUDLER, WW
    CHEN, TK
    JOURNAL OF ORGANIC CHEMISTRY, 1971, 36 (06): : 787 - &
  • [42] NUCLEOPHILIC-SUBSTITUTION OF AROMATIC BROMINE IN 2-BROMOBENZOPHENONE BY GRIGNARD-REAGENTS
    JONGSMA, C
    BICKELHA.F
    RECUEIL DES TRAVAUX CHIMIQUES DES PAYS-BAS-JOURNAL OF THE ROYAL NETHERLANDS CHEMICAL SOCIETY, 1973, 92 (11): : 1143 - 1151
  • [43] Chromogenic reagents for iron(II): Studies in the 1,2,4-triazine series
    Almog, J
    Hirshfeld, A
    Glattstein, B
    Sterling, J
    Goren, Z
    ANALYTICA CHIMICA ACTA, 1996, 322 (03) : 203 - 208
  • [44] SYNTHESIS OF 1,2,4-TRIAZINE
    PAUDLER, WW
    BARTON, JM
    JOURNAL OF ORGANIC CHEMISTRY, 1966, 31 (06): : 1720 - &
  • [45] UBER 1,2,4-TRIAZINE
    METZE, R
    ANGEWANDTE CHEMIE, 1954, 66 (23): : 753 - 753
  • [46] 1,2,4-TRIAZINE SERIES
    DAUNIS, J
    JACQUIER, R
    VIALLEFO.P
    BULLETIN DE LA SOCIETE CHIMIQUE DE FRANCE, 1967, (07): : 2551 - &
  • [47] PREPARATION OF 3,5,6-TRICHLORO-1,2,4-TRIAZINE AND THE ORIENTATION OF ITS NUCLEOPHILIC SUBSTITUTION
    PISKALA, A
    GUT, J
    SORM, F
    CHEMISTRY & INDUSTRY, 1964, (42) : 1752 - 1753
  • [48] NUCLEOPHILIC AROMATIC-SUBSTITUTION OF 2-SULFONYL-SUBSTITUTED 1-METHOXYNAPHTHALENES WITH GRIGNARD-REAGENTS
    HATTORI, T
    SUZUKI, M
    KOMURO, Y
    MIYANO, S
    JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1995, (12): : 1473 - 1474
  • [49] MASS-SPECTRA OF SOME 1,2,4-TRIAZINE 1-OXIDES AND 2-OXIDES
    RADEL, RJ
    KEEN, BT
    PAUDLER, WW
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 1977, 14 (08) : 1389 - 1392
  • [50] REACTIONS OF ORGANIC-ANIONS .139. VICARIOUS NUCLEOPHILIC-SUBSTITUTION OF HYDROGEN IN 1,2,4-TRIAZINE DERIVATIVES
    RYKOWSKI, A
    MAKOSZA, M
    LIEBIGS ANNALEN DER CHEMIE, 1988, (07): : 627 - 631