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
  • [41] 2-DIETHYLAMINOVINYL DERIVATIVES OF HALOGENATED 1,4-QUINONES: SYNTHETIC AND STRUCTURAL ASPECTS
    Zhivetyeva, S. I.
    Zayakin, I. A.
    Bagryanskaya, I. Yu.
    Tretyakov, E. V.
    [J]. JOURNAL OF STRUCTURAL CHEMISTRY, 2020, 61 (08) : 1253 - 1259
  • [42] 2-DIETHYLAMINOVINYL DERIVATIVES OF HALOGENATED 1,4-QUINONES: SYNTHETIC AND STRUCTURAL ASPECTS
    S. I. Zhivetyeva
    I. A. Zayakin
    I. Yu. Bagryanskaya
    E. V. Tretyakov
    [J]. Journal of Structural Chemistry, 2020, 61 : 1253 - 1259
  • [43] ALKYLALUMINUM COMPOUNDS .18. REACTIONS OF POLYCYCLIC 1,4-QUINONES WITH TRIALKYLALUMINUM COMPOUNDS
    ALBEROLA, A
    GONZALEZNOGAL, AM
    MARTINEZDEILARDUYA, JA
    [J]. ANALES DE QUIMICA SERIE C-QUIMICA ORGANICA Y BIOQUIMICA, 1980, 76 (02): : 123 - 126
  • [44] REACTIONS OF IMINODIMAGNESIUM REAGENTS WITH 1,4-QUINONES - THEIR STRUCTURAL FACTORS GOVERNING THE MODES OF REACTIONS
    MATSUO, K
    SHIRAKI, R
    OKUBO, M
    [J]. JOURNAL OF PHYSICAL ORGANIC CHEMISTRY, 1994, 7 (10) : 567 - 577
  • [45] 'On water': unprecedented nucleophilic substitution and addition reactions with 1,4-quinones in aqueous suspension
    Tandon, Vishnu K.
    Maurya, Hardesh K.
    [J]. TETRAHEDRON LETTERS, 2009, 50 (43) : 5896 - 5902
  • [46] Synthesis of some NH- and NH,S- substituted 1,4-quinones
    Kacmaz, Aysecik
    [J]. TURKISH JOURNAL OF CHEMISTRY, 2021, 45 (02) : 475 - 484
  • [47] PERFORMANCE PREDICTIONS FOR SOLAR-CHEMICAL CONVERTERS BASED ON PHOTO-ELECTROCHEMICAL IV CURVES
    LUTTMER, JD
    TRACHTENBERG, I
    [J]. JOURNAL OF THE ELECTROCHEMICAL SOCIETY, 1983, 130 (08) : C330 - C330
  • [48] ELECTROCHEMICAL STUDIES OF METHYL-SUBSTITUTED 1,4-QUINONES .1. ELECTROCHEMICAL DIMERIZATION OF DUROQUINONE
    RIEKE, RD
    SAJI, T
    KUJUNDZIC, N
    [J]. JOURNAL OF ELECTROANALYTICAL CHEMISTRY, 1979, 102 (03): : 397 - 405
  • [49] DIMETHYL-SULFOXIDE AND ANHYDROUS COPPER(II) SULFATE AS ALKYLATING REAGENT FOR 1,4-QUINONES
    BANSAL, V
    THAPLIYAL, PC
    KHANNA, RN
    [J]. SYNTHETIC COMMUNICATIONS, 1995, 25 (11) : 1669 - 1675
  • [50] ADDITION OF ARYL ISOCYANIDES TO 1,4-QUINONES - SYNTHESIS OF NOVEL DEEP-BLUE DYES
    OTT, W
    FORMACEK, V
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1981, 20 (11): : 982 - 983