A facile route for the preparation of N-phenyl tetrahydroquinolines and tetrahydroisoquinolines

被引:13
作者
Meneyrol, J
Helissey, P
Tratrat, C
Giorgi-Renault, S
Husson, HP
机构
[1] CNRS, Chim Therapeut Lab, F-75270 Paris 06, France
[2] Univ Paris 05, UMR 8638, Fac Sci Pharmaceut & Biol, F-75270 Paris 06, France
关键词
D O I
10.1081/SCC-100103526
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A convenient N-arylation of tetrahydroquinoline and tetrahydroisoquinoline is described using electron-poor, electron-neutral, or electron-rich arylhalide derivatives and palladium(II)-BINAP as a catalyst.
引用
收藏
页码:987 / 992
页数:6
相关论文
共 9 条
[1]  
Barton D., 1991, J CHEM SOC P1, V9, P2095
[2]   THE REACTION BETWEEN AMINES AND 1-CHLORO-2-4-DINITROBENZENE [J].
BRADY, OL ;
CROPPER, FR .
JOURNAL OF THE CHEMICAL SOCIETY, 1950, (FEB) :507-516
[3]  
DICKEY JB, 1941, Patent No. 2251922
[4]   TETRACYCLIC BENZODIAZEPINES .3. SYNTHESIS OF THE 2,3-DIHYDRO-1H-QUINO[1,8-AB][1,5]BENZODIAZEPINE RING-SYSTEM, AND DERIVATIVES OF POTENTIAL BIOLOGICAL INTEREST [J].
GLAMKOWSKI, EJ ;
CHIANG, Y .
JOURNAL OF HETEROCYCLIC CHEMISTRY, 1987, 24 (03) :733-737
[5]   Palladium-catalyzed amination of aryl halides: Mechanism and rational catalyst design [J].
Hartwig, JF .
SYNLETT, 1997, (04) :329-+
[6]   NUCLEOPHILE AROMATISCHE SUBSTITUTIONEN .11. WEITERE RINGSCHLUSSREAKTIONEN UBER ARINE [J].
KONIG, H ;
HUISGEN, R .
CHEMISCHE BERICHTE-RECUEIL, 1959, 92 (02) :429-441
[7]  
RIECHE A, 1962, J PRAKT CHEM, V17, P293
[8]   Rational development of practical catalysts for aromatic carbon-nitrogen bond formation [J].
Wolfe, JP ;
Wagaw, S ;
Marcoux, JF ;
Buchwald, SL .
ACCOUNTS OF CHEMICAL RESEARCH, 1998, 31 (12) :805-818
[9]   Palladium-catalyzed amination of aryl halides and sulfonates [J].
Yang, BH ;
Buchwald, SL .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1999, 576 (1-2) :125-146