Synthesis of quinolines via ruthenium-catalysed amine exchange reaction between anilines and trialkylamines

被引:173
作者
Cho, CS [1 ]
Oh, BH [1 ]
Kim, JS [1 ]
Kim, TJ [1 ]
Shim, SC [1 ]
机构
[1] Kyungpook Natl Univ, Coll Engn, Dept Ind Chem, Taegu 702701, South Korea
关键词
D O I
10.1039/b005966h
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Anilines react with an array of trialkylamines in the presence of a catalytic amount of RuCl3. nH(2)O and bis(diphenylphosphino)methane together with SnCl2. 2H(2)O and hex-1-ene as hydrogen acceptor in dioxane at 180 degrees C to afford the corresponding 2,3-disubstituted quinolines in moderate to good yields.
引用
收藏
页码:1885 / 1886
页数:2
相关论文
共 31 条
[1]  
Arcadi A, 1998, SYNLETT, P446
[2]   RHODIUM AND MOLYBDENUM COMPLEXES AS CATALYSTS FOR CONVERSION OF NITROBENZENE AND ALIPHATIC-ALCOHOLS TO ALKYLQUINOLINES [J].
BOYLE, WJ ;
MARES, F .
ORGANOMETALLICS, 1982, 1 (07) :1003-1006
[3]  
Cacchi S, 1999, SYNLETT, P401
[4]   Ruthenium-catalysed synthesis of indoles from anilines and trialkanolamines in the presence of tin(II) chloride dihydrate [J].
Cho, CS ;
Lim, HK ;
Shim, SC ;
Kim, TJ ;
Choi, HJ .
CHEMICAL COMMUNICATIONS, 1998, (09) :995-996
[5]   Ruthenium-catalyzed synthesis of indoles from anilines and trialkanolammonium chlorides in an aqueous medium [J].
Cho, CS ;
Kim, JH ;
Shim, SC .
TETRAHEDRON LETTERS, 2000, 41 (11) :1811-1814
[6]   Synthesis of quinolines by ruthenium-catalyzed heteroannulation of anilines with 3-amino-1-propanol [J].
Cho, CS ;
Oh, BH ;
Shim, SC .
JOURNAL OF HETEROCYCLIC CHEMISTRY, 1999, 36 (05) :1175-1178
[7]   Ruthenium-catalyzed synthesis of 2-ethyl-3-methylquinolines from anilines and triallylamine [J].
Cho, CS ;
Oh, BH ;
Shim, SC .
TETRAHEDRON LETTERS, 1999, 40 (08) :1499-1500
[8]   PALLADIUM-CATALYZED SYNTHESIS OF 2-QUINOLONE DERIVATIVES FROM 2-IODOANILINES [J].
CORTESE, NA ;
ZIEGLER, CB ;
HRNJEZ, BJ ;
HECK, RF .
JOURNAL OF ORGANIC CHEMISTRY, 1978, 43 (15) :2952-2958
[9]   REACTIONS OF ANILINE WITH OLEFINS CATALYZED BY GROUP 8 METAL-COMPLEXES - N-ALKYLATION AND HETEROCYCLE FORMATION [J].
DIAMOND, SE ;
SZALKIEWICZ, A ;
MARES, F .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1979, 101 (02) :490-491
[10]   PALLADIUM-ASSISTED INTRA-MOLECULAR AMINATION OF OLEFINS - SYNTHESIS OF NITROGEN-HETEROCYCLES [J].
HEGEDUS, LS ;
ALLEN, GF ;
BOZELL, JJ ;
WATERMAN, EL .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1978, 100 (18) :5800-5807