AROMATIC NUCLEOPHILIC-SUBSTITUTION ON THIOPHENE RINGS

被引：15
|
作者：
ELKASSMI, A [1 ]
HERAUD, G [1 ]
BUCHNER, W [1 ]
FACHE, F [1 ]
LEMAIRE, M [1 ]
机构：
[1] UNIV LYON 1,ECOLE SUPER CHIM IND LYON,CATALYSE & SYNTHESE ORGAN LAB,CNRS,F-69622 VILLEURBANNE,FRANCE
来源：
JOURNAL OF MOLECULAR CATALYSIS | 1992年 / 72卷 / 03期
关键词：
D O I：
10.1016/0304-5102(92)85007-3
中图分类号：
O64 [物理化学（理论化学）、化学物理学];
学科分类号：
070304 ; 081704 ;
摘要：
A new method for the aromatic nucleophilic substitution is described here with the synthesis of 3-substituted thiophenes having polyfluorinated alkoxygroups. Different catalysts and bases were tested and the best results were obtained with Cul and NaH. DMF or DME was used as solvent and yields of 60 to 70% of pure isolated product were obtained, depending on the polyfluorinated chain.
引用
收藏
页码：299 / 305
页数：7
相关论文
共 50 条
  • [1] MECHANISM OF AROMATIC NUCLEOPHILIC-SUBSTITUTION
    DYACHENKO, AI
    IOFFE, AI
    BULLETIN OF THE ACADEMY OF SCIENCES OF THE USSR DIVISION OF CHEMICAL SCIENCE, 1976, 25 (05): : 1129 - 1132
  • [2] NUCLEOPHILIC-SUBSTITUTION AT PYRROLE RING - COMPARISON WITH FURAN, THIOPHENE, AND BENZENE RINGS IN PIPERIDINODENITRATION
    DODDI, G
    ILLUMINATI, G
    MENCARELLI, P
    STEGEL, F
    JOURNAL OF ORGANIC CHEMISTRY, 1976, 41 (17): : 2824 - 2826
  • [3] ELECTROCHEMICALLY INDUCED AROMATIC NUCLEOPHILIC-SUBSTITUTION
    PINSON, J
    SAVEANT, JM
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1978, 100 (05) : 1506 - 1510
  • [4] NUCLEOPHILIC-SUBSTITUTION OF AROMATIC-COMPOUNDS
    JOHNSON, CA
    FLEMING, SA
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1995, 209 : 289 - CHED
  • [5] NUCLEOPHILIC-SUBSTITUTION OF HYDROGEN IN AROMATIC SYSTEMS
    CHUPAKHIN, ON
    POSTOVSKII, IY
    USPEKHI KHIMII, 1976, 45 (05) : 908 - 937
  • [6] PARTICIPATION OF RADICALS IN AROMATIC NUCLEOPHILIC-SUBSTITUTION
    SHEIN, SM
    IZVESTIYA SIBIRSKOGO OTDELENIYA AKADEMII NAUK SSSR SERIYA KHIMICHESKIKH NAUK, 1983, (04): : 20 - 29
  • [7] A VERSATILE EXAMPLE OF AROMATIC NUCLEOPHILIC-SUBSTITUTION
    EDUARDO, MD
    DELRAYO, SVM
    ALFREDO, VM
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1988, 195 : 127 - CHED
  • [8] AROMATIC NUCLEOPHILIC-SUBSTITUTION BY HYDRIDE ELIMINATION
    IWASAKI, G
    HAMANA, M
    SAEKI, S
    HETEROCYCLES, 1982, 19 (01) : 162 - 162
  • [9] AROMATIC FLUOROALKOXYLATION VIA DIRECT AROMATIC NUCLEOPHILIC-SUBSTITUTION
    IDOUX, JP
    GUPTON, JT
    MCCURRY, CK
    CREWS, AD
    JURSS, CD
    COLON, C
    RAMPI, RC
    JOURNAL OF ORGANIC CHEMISTRY, 1983, 48 (21): : 3771 - 3773
  • [10] AROMATIC NUCLEOPHILIC-SUBSTITUTION IN NUCLEOPHILIC SURFACTANTS - COMPARISON WITH ALKOXIDE REACTIONS
    BUNTON, CA
    DIAZ, S
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1976, 98 (18) : 5663 - 5671
12345