A novel and facile synthesis of 3-(2-benzofuroyl)- and 3,6-bis(2-benzofuroyl)carbazole derivatives

被引：12
|
作者：
Gao, Wentao [1 ]
Zheng, Meiru [1 ]
Li, Yang [1 ]
机构：
[1] Bohai Univ, Inst Superfine Chem, Jinzhou 121000, Peoples R China
来源：
BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY | 2011年 / 7卷
关键词：
2-benzofuroyl; carbazole; PEG-400; Rap-Stoermer reaction; salicylaldehydes; ultrasound-assisted; ONE-POT SYNTHESIS; BENZOFURAN DERIVATIVES; CARBAZOLE; EFFICIENT; AGENTS; ELLIPTICINE; DESIGN; 1ST;
D O I：
10.3762/bjoc.7.180
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A facile synthesis of hitherto unreported 3-(2-benzofuroyl)carbazoles 3a-k, 3,6-bis(2-benzofuroyl)carbazoles 5a-k, and naphtho[2,1-b]furoylcarbazoles 3l and 5l is described. The synthesis mainly relies on the ultrasound-assisted Rap-Stoermer reaction of 3-chloroacetyl- (1) or 3,6-dichloroacetyl-9-ethyl-9H-carbazole (4) with various salicylaldehydes 2a-k as well as 2-hydroxy-1-naphthaldehyde (2l) in CH3CN with the presence of PEG-400 as catalyst. The procedure offers easy access to benzofuroylcarbazoles in short reaction times and the products are obtained in moderate to good yields.
引用
收藏
页码：1533 / 1540
页数：8
相关论文
共 50 条
  • [31] 4-Substituted 3,6-Bis(2-pyridyl) pyridazines: Silver(I) Complexes of 4-Cyano- and 4-(4-Bromophenyl)-3,6-bis(2-pyridyl) pyridazine and Pseudopolymorphs of 1,3,5-Tris{3,6-bis(2-pyridyl)pyridazin-4-yl}benzene
    Constable, Edwin C.
    Housecroft, Catherine E.
    Neuburger, Markus
    Reymann, Sebastien
    Schaffner, Silvia
    AUSTRALIAN JOURNAL OF CHEMISTRY, 2008, 61 (11) : 847 - 853
  • [32] Singlet Fission via an Excimer-Like Intermediate in 3,6-Bis(thiophen-2-yl)diketopyrrolopyrrole Derivatives
    Mauck, Catherine M.
    Hartnett, Patrick E.
    Margulies, Eric A.
    Ma, Lin
    Miller, Claire E.
    Schatz, George C.
    Marks, Tobin J.
    Wasielewski, Michael R.
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2016, 138 (36) : 11749 - 11761
  • [33] STRUCTURE OF 3,6-BIS(DIMETHYLAMINO)-2,5-DIISOPROPYLTHIENO[3,2-B]THIOPHENE
    HEINEMANN, F
    HARTUNG, H
    HANSEN, J
    MASCHMEIER, CP
    MATSCHINER, H
    ACTA CRYSTALLOGRAPHICA SECTION C-CRYSTAL STRUCTURE COMMUNICATIONS, 1992, 48 : 2275 - 2277
  • [34] SYNTHETIC CONDUCTIVE MATERIALS .6. SYNTHESIS AND CHARACTERIZATION OF 3,6-BIS(2'-PYRIDYL)-PYRIDAZINE OXIDATION WITH IODINE
    WANG, WJ
    PENG, SM
    SYNTHETIC METALS, 1989, 29 (01) : E531 - E535
  • [35] Highly efficient organic blue electrophosphorescent devices based on 3,6-bis(triphenylsilyl)carbazole as the host material
    Tsai, Ming-Han
    Lin, Hao-Wu
    Su, Hai-Ching
    Ke, Tung-Huei
    Wu, Chung-Chih
    Fang, Fu-Chuan
    Liao, Yuan-Li
    Wong, Ken-Tsung
    Wu, Chih-I
    ADVANCED MATERIALS, 2006, 18 (09) : 1216 - +
  • [36] TRICHLOROMETHYLPHOSPHONIC ACID DIHYDRAZIDE AND 3,6-BIS(TRICHLOROMETHYL)-3,6-DIOX-1,2,4,5- TETRAAZA-3,6-DIPHOSPHACYCLOHEXANE
    ENGELHARDT, U
    KIRNER, I
    ZEITSCHRIFT FUR NATURFORSCHUNG SECTION B-A JOURNAL OF CHEMICAL SCIENCES, 1982, 37 (02): : 190 - 194
  • [37] CIS-DICARBONYL-TRANS-DICHLORO[3,6-BIS(2-PYRIDYL)PYRIDAZINE]RUTHENIUM(II) (1) AND CIS-DICARBONYL-CIS-DICHLORO[3,6-BIS(2-PYRIDYL)PYRIDAZINE]RUTHENIUM(II)(2)
    DEMUNNO, G
    DENTI, G
    DEROSA, G
    BRUNO, G
    ACTA CRYSTALLOGRAPHICA SECTION C-CRYSTAL STRUCTURE COMMUNICATIONS, 1988, 44 : 1193 - 1196
  • [38] 3,6-BIS(ALPHA-HYDROXY-BETA-ALKYL)-2,5-DIKETOPIPERAZINE
    AUGUSTIN, M
    ZEITSCHRIFT FUR CHEMIE, 1966, 6 (12): : 473 - &
  • [39] Bis[3,6-bis(6-methyl-2-pyridyl)pyridazine-κ2N2,N3]chlorocopper(II)perchlorate
    Choi, KY
    Sung, ND
    Yun, KS
    Park, YS
    Kim, JG
    Suh, IH
    ACTA CRYSTALLOGRAPHICA SECTION C-STRUCTURAL CHEMISTRY, 2001, 57 : 47 - 48
  • [40] Imaging Technique with Liquid Crystals of Halogen-Containing 3,6-Distyrylpyridazines (=3,6-Bis(2-phenylethenyl)pyridazines)
    Lifka, Thorsten
    Seus, Peter
    Oehlhof, Annette
    Meier, Herbert
    HELVETICA CHIMICA ACTA, 2009, 92 (02) : 281 - 290
12345