Synthesis of 2-aryl-1H-benzimidazoles and 2-aryl-1H-perimidines using arylidene Meldrum's acid as a source of the aryl group and oxidant

被引:5
|
作者
Mehrabi, Hossein [1 ]
Najafian-Ashrafi, Faezeh [1 ]
Esfandiarpour, Zeinab [1 ]
Ranjbar-Karimi, Reza [1 ]
机构
[1] Vali E Asr Univ Rafsanjan, Dept Chem, Rafsanjan 77176, Iran
关键词
arylidene Meldrum's acid; 2-aryl-1H-benzimidazoles; 2-aryl-1H-perimidines; ONE-POT SYNTHESIS; CARBON-NITROGEN BONDS; 2-SUBSTITUTED BENZIMIDAZOLES; HETEROGENEOUS CATALYST; DNA-BINDING; DERIVATIVES; EFFICIENT; OXIDATION; 2-ARYLBENZOTHIAZOLES; ALDEHYDES;
D O I
10.3184/174751918X15199196317528
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Arylidene Meldrum's acid is employed as a source of the aryl group and oxidant for the synthesis of 2-aryl-1H-benzimidazoles by a condensation reaction with 1,2- phenylenediamine in refluxing ethanol with good to high yields. Arylidene Meldrum's acids were also used as a source of the aryl group and oxidant for the synthesis of 2- aryl-1H-perimidines by a condensation reaction with 1,8-diaminonaphthalene in refluxing ethanol with high yields.
引用
收藏
页码:125 / 128
页数:4
相关论文
共 50 条
  • [21] One-pot efficient synthesis of 2-Aryl-1-arylmethyl-1H-benzimidazoles and 2,4,5-Triaryl-1H-imidazoles using oxalic acid catalyst
    Kokare, Nagnnath D.
    Sangshetti, Jaiprakash N.
    Shinde, Devanand B.
    SYNTHESIS-STUTTGART, 2007, (18): : 2829 - 2834
  • [22] A FACILE SYNTHESIS OF 1-ARYL-2-ARYLTHIO-1H-IMIDAZOLES
    BOSSIO, R
    MARACCINI, S
    PEPINO, R
    POLO, C
    TORROBA, T
    HETEROCYCLES, 1990, 31 (07) : 1287 - 1290
  • [23] Synthesis and antiinflammatory activity of 1-aralkyl-2-aryl-benzimidazoles
    Khan, SA
    Vishani, S
    Ishratullah, K
    ASIAN JOURNAL OF CHEMISTRY, 1998, 10 (02) : 312 - 316
  • [24] A new method for the synthesis of 2-aryl-1H-benzimidazoles:: Selenium-catalyzed reductive N-heterocyclization of benzylidene(2-nitroaryl)amines with carbon monoxide
    Nishiyama, Y
    Fujimoto, M
    Sonoda, N
    SYNLETT, 2006, (01) : 109 - 111
  • [25] SYNTHESIS OF 2-ARYL-4(1H)-ANTHYRIDINONES
    MOGILAIAH, K
    REDDY, KR
    REDDY, KV
    SREENIVASULU, B
    JOURNAL OF THE INDIAN CHEMICAL SOCIETY, 1986, 63 (03) : 345 - 347
  • [26] Eco-friendly synthesis of 2-aryl-1-arylmethyl-1H-benzimidazoles using alumina-sulfuric acid as a heterogeneous reusable catalyst
    Pramanik, Amit
    Roy, Rimi
    Khan, Sagar
    Ghatak, Avishek
    Bhar, Sanjay
    TETRAHEDRON LETTERS, 2014, 55 (10) : 1771 - 1777
  • [27] Bismuth(III)-catalyzed rapid and highly efficient synthesis of 2-aryl-1-arylmethyl-1H-benzimidazoles in water
    Yadav, J. S.
    Reddy, B. V. Subba
    Premalatha, K.
    Shankar, K. Shiva
    CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 2008, 86 (02): : 124 - 128
  • [28] SYNTHESIS OF SOME 4-ARYL-1H-[1,2,4]OXADIAZINO[4,5-A]BENZIMIDAZOLES
    RAO, BR
    AHMED, K
    INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY, 1977, 15 (06): : 509 - 511
  • [29] SYNTHESIS OF 2-AROYL-1-METHYL-1H-IMIDAZOLES USING ARYL CARBOXYLIC ACIDS
    Oyama, Kin-ichi
    Watanabe, Noriyuki
    Yoshida, Kumi
    HETEROCYCLES, 2017, 95 (02) : 1177 - 1183
  • [30] SYNTHESIS OF 3-ALKYL(ARYL)-1-ARYL-1,3-DIHYDRO-2H-BENZIMIDAZOLE-2-THIONES FROM 3-ALKYL(ARYL)-1-ARYL-4-(ALPHA-D-ERYTHROFURANOSYL)-1,3-DIHYDRO-2H-IMIDAZOLE-2-THIONE AND 3-ALKYL(ARYL)-1-ARYL-4-(BETA-D-ERYTHROFURANOSYL)-1,3-DIHYDRO-2H-IMIDAZOLE-2-THIONE
    FERNANDEZBOLANOS, J
    GUZMAN, JF
    MOTA, JF
    CARBOHYDRATE RESEARCH, 1985, 145 (01) : 152 - 155