Ruthenium-catalyzed synthesis of 2-ethyl-3-methylquinolines from anilines and triallylamine

被引：90

作者：

Cho, CS ^{[1
]}

Oh, BH ^{[1
]}

Shim, SC ^{[1
]}

机构：

[1] Kyungpook Natl Univ, Coll Engn, Dept Ind Chem, Taegu 702701, South Korea

来源：

TETRAHEDRON LETTERS | 1999年 / 40卷 / 08期

关键词：

ruthenium; catalysts; cyclization; quinolines;

D O I：

10.1016/S0040-4039(98)02661-6

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Anilines react with triallylamine in dioxane at 180 degrees C in the presence of a catalytic amount of ruthenium chloride and triphenylphosphine together with tin(II) chloride dihydrate to afford the corresponding 2-ethyl-3-methylquinolines in good yields. (C) 1999 Elsevier Science Ltd. All rights reserved.

引用

页码：1499 / 1500

页数：2

共 20 条

[1] 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

[2] 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

[3] 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

[4] 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

[5] 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

[6] SYNTHESIS OF NITROGEN-HETEROCYCLES VIA PALLADIUM-CATALYZED INTRAMOLECULAR CYCLIZATION [J].

LAROCK, RC ;

BABU, S .

TETRAHEDRON LETTERS, 1987, 28 (44) :5291-5294

[7] PALLADIUM-CATALYZED SYNTHESIS OF QUINOLINES FROM ALLYLIC ALCOHOLS AND ORTHO-IODOANILINE [J].

LAROCK, RC ;

KUO, MY .

TETRAHEDRON LETTERS, 1991, 32 (05) :569-572

[8] RUTHENIUM CATALYZED SYNTHESIS OF SECONDARY OR TERTIARY-AMINES FROM AMINES AND ALCOHOLS [J].

MURAHASHI, S ;

KONDO, K ;

HAKATA, T .

TETRAHEDRON LETTERS, 1982, 23 (02) :229-232

[9] PALLADIUM CATALYZED AMINE EXCHANGE-REACTION OF TERTIARY-AMINES - INSERTION OF PALLADIUM(O) INTO CARBON-HYDROGEN BONDS [J].

MURAHASHI, SI ;

HIRANO, T ;

YANO, T .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1978, 100 (01) :348-350

[10] A NOVEL ROUTE TO QUINOLINE DERIVATIVES FROM 1,3-PROPANEDIOL AND AMINOARENES - RUTHENIUM CATALYZED HETEROCYCLIZATION UNDER NON-ACIDIC CONDITIONS [J].

TSUJI, Y ;

NISHIMURA, H ;

HUH, KT ;

WATANABE, Y .

JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1985, 286 (03) :C44-C46

← 1 2 →