Synthesis and reactivity of 2-(2-thienyl)phenanthro[9,10-d]oxazole

被引:0
|
作者
Aleksandrov, A. A. [1 ]
El'chaninov, M. M. [1 ]
机构
[1] Platov South Russian State Polytech Univ, Novocherkassk 346428, Russia
基金
俄罗斯科学基金会;
关键词
9,10-phenanthrene quinone; thiophene-2-carbaldehyde; 2-(2-thienyl) phenanthro[9,10-d]imidazole; electrophilic substitution; thiophene; phenanthrene;
D O I
10.1134/S1070363215080125
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
2-(2-Thienyl)phenanthro[9,10-d]oxazole has been synthesized via reaction of 9,10-phenanthrene quinone imine with thiophene-2-carbaldehyde in ethanol. The product interaction with electrophilic reagents (nitration, bromination, sulfonation, formylation, acylation) has been studied. Electrophilic attack takes place at the thiophene ring or at phenanthrene moiety, depending on the reaction conditions.
引用
收藏
页码:1862 / 1865
页数:4
相关论文
共 50 条
  • [21] Novel phenanthro[9,10-d]imidazole derivatives - effect of thienyl and 3,4-(ethylenedioxy)thienyl substituents
    Kula, Slawomir
    Szlapa-Kula, Agata
    Filapek, Michal
    Bujak, Karolina
    Kotowicz, Sonia
    Siwy, Mariola
    Grzelak, Justyna
    Szalkowski, Marcin
    Mackowski, Sebastian
    Schab-Balcerzak, Ewa
    SYNTHETIC METALS, 2019, 251 : 40 - 48
  • [22] 2-(4-Bromophenyl)-1-methyl-1H-phenanthro[9,10-d]imidazole
    Nielsen, CB
    Pittelkow, M
    Sorensen, HO
    ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2005, 61 : O955 - O956
  • [23] MASS-SPECTRA OF N-ALKYL-PHENANTHRO[9,10-D]TRIAZOLES AND N-BENZYL-PHENANTHRO[9,10-D]TRIAZOLES
    YASUDA, G
    HORI, T
    NIPPON KAGAKU KAISHI, 1991, (03) : 240 - 243
  • [24] OXIDATION-PRODUCTS OF "2-ARYLPHENANTHRO-[9,10-D]IMIDAZOLES .2. STRUCTURE AND PHOTOCHROMISM OF OXIDATION-PRODUCTS OF 2-(4-METHOXYPHENYL)-PHENANTHRO-[9,10-D]IMIDAZOLE
    SAKAINO, Y
    KAKISAWA, H
    ARITA, K
    KOUNO, M
    MORISHIM.H
    TETRAHEDRON, 1973, 29 (09) : 1185 - 1191
  • [25] A straightforward synthetic pathway to phenanthro[9,10-d]heterocycles
    Olivera, R
    SanMartin, R
    Domínguez, E
    SYNLETT, 2000, (07) : 1028 - 1030
  • [26] N-ALKYLATION OF PHENANTHRO[9,10-D]TRIAZOLE
    YASUDA, G
    HORI, T
    NIPPON KAGAKU KAISHI, 1988, (11) : 1912 - 1914
  • [27] MASS SPECTRA OF SOME PHENANTHRO (9,10-D) HETEROCYCLES
    COOPER, JL
    LIPSKY, SR
    MCMURRAY, WJ
    ORGANIC MASS SPECTROMETRY, 1970, 3 (11): : 1355 - &
  • [28] Phenanthro[9,10-d ]imidazoles: An Unexpected Synthetic Route
    Springer, Bastian L.
    Holzschneider, Kristina
    Mohr, Fabian
    Kirsch, Stefan F.
    SYNTHESIS-STUTTGART, 2023, 55 (24): : 4224 - 4230
  • [29] Crystal structure of 1-ethyl-2-(2-nitrophenyl)-phenanthro[9,10-d]imidazole
    Yasuda, G
    Morikawa, H
    Kimoto, H
    ANALYTICAL SCIENCES, 1997, 13 (06) : 1053 - 1054
  • [30] Crystal Structure of 1-Ethyl-2-(2-nitrophenyl)-phenanthro[9,10-d]imidazole
    Department of Applied Chemistry, Aichi Institute of Technology, Yachigusa, Yagusa, Toyoda 470-03, Japan
    不详
    Anal. Sci., 6 (1053-1054):