Synthesis of 2-(3-furyl)-1H-benzimidazoles from 2-phenacyl-1H- benzimidazoles

被引:0
|
作者
Dzvinchuk I.B. [1 ]
Lozinskii M.O. [1 ]
机构
[1] Institute of Organic Chemistry, National Academy of Sciences of Ukraine
来源
Chem. Heterocycl. Compd. | 2007年 / 11卷 / 1390-1396期
关键词
Benzimidazoles; C-alkylation; Cyclocondensation; Furans; Phenacyl bromides; Selectivity;
D O I
10.1007/s10593-007-0215-6
中图分类号
学科分类号
摘要
C-Alkylation at the active methylene group of 2-phenacyl-1H-benzimidazoles with phenacyl bromides proceeds highly selectively with the formation of the corresponding 1,4-diketones, which on heating with hydrochloric acid are cyclized with the formation of the previously unknown 2-(2,5-diaryl-3-furyl)-1H- benzimidazoles. © 2007 Springer Science+Business Media, Inc.
引用
收藏
页码:1390 / 1396
页数:6
相关论文
共 50 条
  • [1] Synthesis of 2-(3-furyl)-1H-benzimidazoles from 2-phenacyl-1H-benzimidazoles
    Dzvinchuk, I. B.
    Lozinskii, M. O.
    KHIMIYA GETEROTSIKLICHESKIKH SOEDINENII, 2007, (11): : 1637 - 1645
  • [2] Synthesis of 2-(3-indolyl)-1H-benzimidazoles from 2-acylmethyl-1-H-benzimidazoles
    Dzvinchuk, IB
    Lozinskii, MO
    KHIMIYA GETEROTSIKLICHESKIKH SOEDINENII, 2005, (02): : 206 - 209
  • [3] Synthesis of 2-(3-indolyl)-1H-benzimidazoles from 2-acylmethyl-1H-benzimidazoles
    Dzvinchuk I.B.
    Lozinskii M.O.
    Chemistry of Heterocyclic Compounds, 2005, 41 (2) : 177 - 180
  • [4] Cyclocondensation of 2-phenacyl-1H-benzimidazole with acylhydrazines: Synthesis and tautomerism of 2-(pyrazol-4-yl)-1h-benzimidazoles
    Dzvinchuk I.B.
    Vypirailenko A.V.
    Pirozhenko V.V.
    Lozinsky M.O.
    Chemistry of Heterocyclic Compounds, 1999, 35 (11) : 1319 - 1324
  • [5] Straightforward Synthesis of 2-(1H-Pyrazol-4-yl)-1H-benzimidazoles
    A. A. Shatrova
    Russian Journal of Organic Chemistry, 2022, 58 : 805 - 809
  • [6] Straightforward Synthesis of 2-(1H-Pyrazol-4-yl)-1H-benzimidazoles
    Shatrova, A. A.
    RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2022, 58 (06) : 805 - 809
  • [7] 2H-BENZIMIDAZOLES (ISOBENZIMIDAZOLES) .3. THERMAL-ISOMERIZATION OF SUBSTITUTED 2H-BENZIMIDAZOLES TO 1H-BENZIMIDAZOLES
    HERBERT, JAL
    IDDON, B
    ROBINSON, AG
    SUSCHITZKY, H
    JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1988, (05): : 991 - 997
  • [8] Synthesis of 2-(1,2,3-thiadiazol-5-yl)-1H-benzimidazoles
    Dzvinchuk I.B.
    Chemistry of Heterocyclic Compounds, 2005, 41 (9) : 1186 - 1188
  • [9] Cyclocondensation of 2-phenacyl-1H-benzimidazole with acyl hydrazines: synthesis and tautomerism of 2-(pyrazol-4-yl)-1H-benzimidazoles
    Dzvinchuk, IB
    Vypiraylenko, AV
    Pirozhenko, VV
    Lozinsky, MO
    KHIMIYA GETEROTSIKLICHESKIKH SOEDINENII, 1999, (11): : 1512 - 1518
  • [10] A practical one pot synthesis of 2-[2-(pyridylmethyl)-thio]-1H-benzimidazoles
    Rane, RA
    Pathak, RK
    Kaushik, CP
    Rao, KVVP
    Kumar, A
    SYNTHETIC COMMUNICATIONS, 2002, 32 (08) : 1211 - 1217