The solar-chemical photo-Friedel-Crafts heteroacylation of 1,4-quinones

被引:32
|
作者
Benites, Julio [1 ,2 ]
Rios, David [1 ,2 ]
Diaz, Pilar [2 ]
Valderrama, Jaime A. [1 ,3 ]
机构
[1] Univ Arturo Prat, Inst EtnoFarmacol IDE, Iquique, Chile
[2] Univ Arturo Prat, Dept Ciencias Quim & Farmaceut, Iquique, Chile
[3] Pontificia Univ Catolica Chile, Fac Quim, Santiago, Chile
关键词
Photo-Friedel-Crafts acylation; Heteroacylhydroquinones; Solar light; Photochemistry; Heterocycles; NATURALLY-OCCURRING QUINONES; AROMATIC-ALDEHYDES; MECHANISM; ACYLATION; ACCESS; 1,4-NAPHTHOQUINONES; PHOTOCHEMISTRY; HYDROQUINONES; ANGUCYCLINONE; ACETALDEHYDE;
D O I
10.1016/j.tetlet.2010.11.149
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Photochemical reactions between 1,4-benzo- and 1,4-naphthoquinone and several heteroaromatic carbaldehydes were investigated under solar irradiation conditions. These reactions gave the corresponding heteroacylated hydroquinones in the range 71%-92% yield. (C) 2010 Elsevier Ltd. All rights reserved.
引用
收藏
页码:609 / 611
页数:3
相关论文
共 50 条
  • [1] Green photochemistry:: the solar-chemical 'photo-Friedel-Crafts acylation' of quinones
    Schiel, C
    Oelgemöller, M
    Ortner, J
    Mattay, J
    [J]. GREEN CHEMISTRY, 2001, 3 (05) : 224 - 228
  • [2] The "photo-Friedel-crafts acylation" of 1,4-naphthoquinones
    Oelgemöller, M
    Schiel, C
    Fröhlich, R
    Mattay, J
    [J]. EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2002, 2002 (15) : 2465 - 2474
  • [3] Photo-Friedel-Crafts acylations of quinones in room temperature ionic liquids
    Gordon, Mallory R.
    Thomsen, Marcus W.
    [J]. ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2011, 241
  • [4] Photoacylation of electron-rich quinones:: An application of the "photo-Friedel-Crafts reaction"
    Schiel, C
    Oelgemöller, M
    Mattay, J
    [J]. SYNTHESIS-STUTTGART, 2001, (08): : 1275 - 1279
  • [5] Green photochemistry: photo-Friedel-Crafts acylations of 1,4-naphthoquinone in room temperature ionic liquids
    Murphy, Brian
    Goodrich, Peter
    Hardacre, Christopher
    Oelgemoeller, Michael
    [J]. GREEN CHEMISTRY, 2009, 11 (11) : 1867 - 1870
  • [6] PHOTO-CHEMICAL DIMERIZATION OF 2-ACYL-1,4-QUINONES
    MIYAGI, Y
    MARUYAMA, K
    ISHII, H
    MIZUNO, S
    KAKUDO, M
    TANAKA, N
    MATSUURA, Y
    HARADA, S
    [J]. BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1979, 52 (10) : 3019 - 3026
  • [7] PHOTO-CHEMICAL DIMERIZATION OF 2-ACYL-1,4-QUINONES
    MIYAGI, Y
    KITAMURA, K
    MARUYAMA, K
    CHOW, YL
    [J]. CHEMISTRY LETTERS, 1978, (01) : 33 - 36
  • [8] Selective alkoxylation of 1,4-quinones
    Thapliyal, PC
    Seth, N
    Sharma, J
    Kanodia, S
    Singh, KP
    Khanna, RN
    [J]. INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY, 1996, 35 (04): : 381 - 384
  • [9] INTERACTION OF SYDONONES AND 1,4-QUINONES
    HAMMICK, DL
    VOADEN, DJ
    [J]. JOURNAL OF THE CHEMICAL SOCIETY, 1965, (NOV): : 5871 - &
  • [10] ON THE STRUCTURE OF CYCLOTRIMERIC 1,4-QUINONES
    LAATSCH, H
    BECK, H
    EGERT, E
    [J]. LIEBIGS ANNALEN DER CHEMIE, 1992, (11): : 1125 - 1130