Ruthenium-catalysed selective N-monoalkylation of anilines with tetraalkylammonium halides

被引:8
作者
Cho, CS [1 ]
Kim, JS [1 ]
Kim, HS [1 ]
Kim, TJ [1 ]
Shim, SC [1 ]
机构
[1] Kyungpook Natl Univ, Dept Ind Chem, Coll Engn, Taegu 702701, South Korea
关键词
D O I
10.1081/SCC-100108229
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Anilines react with an array of tetraalkylammonium halides in the presence of a catalytic amount of a ruthenium catalyst together with SnCl2. 2H(2)O in dioxane at 180 degreesC to afford selectively N-monoalkylanilines in good yields.
引用
收藏
页码:3791 / 3797
页数:7
相关论文
共 35 条
[1]   SELECTIVE CONVERSION OF PRIMARY AMINES INTO N,N-DIMETHYLALKYL-AMINE OR N,N-DIALKYLMETHYL-AMINE WITH METHANOL AND RUCL2(PH3P)3 [J].
ARCELLI, A ;
BUITHEKHAI ;
PORZI, G .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1982, 235 (01) :93-96
[2]   THE HOMOGENEOUSLY CATALYZED SYNTHESIS OF N-METHYLDIALKYLAMINES FROM N-METHYL AND N,N-DIMETHYLALKYLAMINES [J].
ARCELLI, A ;
KHAI, BT .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1982, 231 (02) :C31-C34
[3]  
BAIKER A, 1907, TETRAHEDRON LETT, P1937
[4]   SOLVENT EFFECT IN THE RUTHENIUM CATALYZED CARBONYLATION OF AMINES - SELECTIVE SYNTHESIS OF DIALKYLFORMAMIDES [J].
BITSI, G ;
JENNER, G .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1987, 330 (03) :429-435
[5]   Synthesis of quinolines via ruthenium-catalysed amine exchange reaction between anilines and trialkylamines [J].
Cho, CS ;
Oh, BH ;
Kim, JS ;
Kim, TJ ;
Shim, SC .
CHEMICAL COMMUNICATIONS, 2000, (19) :1885-1886
[6]   Ruthenium-catalyzed synthesis of quinolines from anilines and N-allylic compounds by cascade amine exchange reaction-heteroannulation [J].
Cho, CS ;
Oh, BH ;
Shim, SC ;
Oh, DH .
JOURNAL OF HETEROCYCLIC CHEMISTRY, 2000, 37 (05) :1315-1320
[7]   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
[8]   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
[9]   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
[10]   Ruthenium-catalyzed synthesis of quinolines from anilines and allylammonium chlorides in an aqueous medium via amine exchange reaction [J].
Cho, CS ;
Kim, JS ;
Oh, BH ;
Kim, TJ ;
Shim, SC ;
Yoon, NS .
TETRAHEDRON, 2000, 56 (39) :7747-7750