共 17 条
N-Alkylation of amines with alcohols catalyzed by a Cp*Ir complex
被引:266
作者:

Fujita, K
论文数: 0 引用数: 0
h-index: 0
机构:
Kyoto Univ, Grad Sch Global Environm Studies, Dept Nat Resources, Kyoto 6068501, Japan Kyoto Univ, Grad Sch Global Environm Studies, Dept Nat Resources, Kyoto 6068501, Japan

Li, ZZ
论文数: 0 引用数: 0
h-index: 0
机构: Kyoto Univ, Grad Sch Global Environm Studies, Dept Nat Resources, Kyoto 6068501, Japan

Ozeki, N
论文数: 0 引用数: 0
h-index: 0
机构: Kyoto Univ, Grad Sch Global Environm Studies, Dept Nat Resources, Kyoto 6068501, Japan

Yamaguchi, R
论文数: 0 引用数: 0
h-index: 0
机构: Kyoto Univ, Grad Sch Global Environm Studies, Dept Nat Resources, Kyoto 6068501, Japan
机构:
[1] Kyoto Univ, Grad Sch Global Environm Studies, Dept Nat Resources, Kyoto 6068501, Japan
[2] Kyoto Univ, Grad Sch Human & Environm Studies, Kyoto 6068501, Japan
基金:
日本学术振兴会;
关键词:
iridium catalyst;
N-alkylation;
hydrogen transfer;
amine;
alcohol;
D O I:
10.1016/S0040-4039(03)00371-X
中图分类号:
O62 [有机化学];
学科分类号:
070303 ;
081704 ;
摘要:
A new effective catalytic system consisting of [Cp*IrCl2](2)/K2CO3 (Cp* = pentamethylcyclopentadienyl) for the N-alkylation of primary amines with alcohols has been developed. As an example, the reaction of aniline with benzyl alcohol in the presence of [Cp*IrCl2](2) (5.0 mol%Ir) and K2CO3 (5.0 mol%) in toluene at 110degreesC for 17 h gave benzylaniline in an isolated yield of 88%. (C) 2003 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:2687 / 2690
页数:4
相关论文
共 17 条
[1]
Reductive amination of aldehydes and ketones with sodium triacetoxyborohydride. Studies on direct and indirect reductive amination procedures
[J].
AbdelMagid, AF
;
Carson, KG
;
Harris, BD
;
Maryanoff, CA
;
Shah, RD
.
JOURNAL OF ORGANIC CHEMISTRY,
1996, 61 (11)
:3849-3862

AbdelMagid, AF
论文数: 0 引用数: 0
h-index: 0
机构: R. W. Johnson Pharmaceutical Res. I., Department of Chemical Development, Spring House

Carson, KG
论文数: 0 引用数: 0
h-index: 0
机构: R. W. Johnson Pharmaceutical Res. I., Department of Chemical Development, Spring House

Harris, BD
论文数: 0 引用数: 0
h-index: 0
机构: R. W. Johnson Pharmaceutical Res. I., Department of Chemical Development, Spring House

Maryanoff, CA
论文数: 0 引用数: 0
h-index: 0
机构: R. W. Johnson Pharmaceutical Res. I., Department of Chemical Development, Spring House

Shah, RD
论文数: 0 引用数: 0
h-index: 0
机构: R. W. Johnson Pharmaceutical Res. I., Department of Chemical Development, Spring House
[2]
N-ALKYLATION OF AMINES VIA HOMOGENEOUS CATALYSIS - SYNTHESIS OF CYCLIC MONOAMINES AND DIAMINES
[J].
BITSI, G
;
SCHLEIFFER, E
;
ANTONI, F
;
JENNER, G
.
JOURNAL OF ORGANOMETALLIC CHEMISTRY,
1989, 373 (03)
:343-352

BITSI, G
论文数: 0 引用数: 0
h-index: 0
机构:
UNIV STRASBOURG 1,EHICS,PIEZOCHIM ORGAN LAB,CNRS,UA 469,1 RUE BLAISE PASCAL,F-67008 STRASBOURG,FRANCE UNIV STRASBOURG 1,EHICS,PIEZOCHIM ORGAN LAB,CNRS,UA 469,1 RUE BLAISE PASCAL,F-67008 STRASBOURG,FRANCE

SCHLEIFFER, E
论文数: 0 引用数: 0
h-index: 0
机构:
UNIV STRASBOURG 1,EHICS,PIEZOCHIM ORGAN LAB,CNRS,UA 469,1 RUE BLAISE PASCAL,F-67008 STRASBOURG,FRANCE UNIV STRASBOURG 1,EHICS,PIEZOCHIM ORGAN LAB,CNRS,UA 469,1 RUE BLAISE PASCAL,F-67008 STRASBOURG,FRANCE

ANTONI, F
论文数: 0 引用数: 0
h-index: 0
机构:
UNIV STRASBOURG 1,EHICS,PIEZOCHIM ORGAN LAB,CNRS,UA 469,1 RUE BLAISE PASCAL,F-67008 STRASBOURG,FRANCE UNIV STRASBOURG 1,EHICS,PIEZOCHIM ORGAN LAB,CNRS,UA 469,1 RUE BLAISE PASCAL,F-67008 STRASBOURG,FRANCE

JENNER, G
论文数: 0 引用数: 0
h-index: 0
机构:
UNIV STRASBOURG 1,EHICS,PIEZOCHIM ORGAN LAB,CNRS,UA 469,1 RUE BLAISE PASCAL,F-67008 STRASBOURG,FRANCE UNIV STRASBOURG 1,EHICS,PIEZOCHIM ORGAN LAB,CNRS,UA 469,1 RUE BLAISE PASCAL,F-67008 STRASBOURG,FRANCE
[3]
Oxidative cyclization of amino alcohols catalyzed by a Cp*Ir complex. Synthesis of indoles, 1,2,3,4-tetrahydroquinolines, and 2,3,4,5-tetrahydro-1-benzazepine
[J].
Fujita, K
;
Yamamoto, K
;
Yamaguchi, R
.
ORGANIC LETTERS,
2002, 4 (16)
:2691-2694

Fujita, K
论文数: 0 引用数: 0
h-index: 0
机构:
Kyoto Univ, Grad Sch Global Environm Studies, Dept Nat Resources, Kyoto 6068501, Japan Kyoto Univ, Grad Sch Global Environm Studies, Dept Nat Resources, Kyoto 6068501, Japan

Yamamoto, K
论文数: 0 引用数: 0
h-index: 0
机构: Kyoto Univ, Grad Sch Global Environm Studies, Dept Nat Resources, Kyoto 6068501, Japan

Yamaguchi, R
论文数: 0 引用数: 0
h-index: 0
机构: Kyoto Univ, Grad Sch Global Environm Studies, Dept Nat Resources, Kyoto 6068501, Japan
[4]
Oxidation of primary and secondary alcohols catalyzed by a pentamethylcyclopentadienyliridium complex
[J].
Fujita, K
;
Furukawa, S
;
Yamaguchi, R
.
JOURNAL OF ORGANOMETALLIC CHEMISTRY,
2002, 649 (02)
:289-292

Fujita, K
论文数: 0 引用数: 0
h-index: 0
机构:
Kyoto Univ, Fac Integrated Human Studies, Dept Nat & Environm Sci, Kyoto 6068501, Japan Kyoto Univ, Fac Integrated Human Studies, Dept Nat & Environm Sci, Kyoto 6068501, Japan

Furukawa, S
论文数: 0 引用数: 0
h-index: 0
机构: Kyoto Univ, Fac Integrated Human Studies, Dept Nat & Environm Sci, Kyoto 6068501, Japan

Yamaguchi, R
论文数: 0 引用数: 0
h-index: 0
机构: Kyoto Univ, Fac Integrated Human Studies, Dept Nat & Environm Sci, Kyoto 6068501, Japan
[5]
TRANSITION METAL-CATALYZED N-ALKYLATION OF AMINES BY ALCOHOLS
[J].
GRIGG, R
;
MITCHELL, TRB
;
SUTTHIVAIYAKIT, S
;
TONGPENYAI, N
.
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS,
1981, (12)
:611-612

GRIGG, R
论文数: 0 引用数: 0
h-index: 0

MITCHELL, TRB
论文数: 0 引用数: 0
h-index: 0

SUTTHIVAIYAKIT, S
论文数: 0 引用数: 0
h-index: 0

TONGPENYAI, N
论文数: 0 引用数: 0
h-index: 0
[6]
RUTHENIUM CATALYZED N-METHYLATION OF AMINOARENES USING METHANOL
[J].
HUH, KT
;
TSUJI, Y
;
KOBAYASHI, M
;
OKUDA, F
;
WATANABE, Y
.
CHEMISTRY LETTERS,
1988, (03)
:449-452

HUH, KT
论文数: 0 引用数: 0
h-index: 0
机构:
KYOTO UNIV, FAC ENGN, DEPT HYDROCARBON CHEM, SAKYO KU, KYOTO 606, JAPAN KYOTO UNIV, FAC ENGN, DEPT HYDROCARBON CHEM, SAKYO KU, KYOTO 606, JAPAN

TSUJI, Y
论文数: 0 引用数: 0
h-index: 0
机构:
KYOTO UNIV, FAC ENGN, DEPT HYDROCARBON CHEM, SAKYO KU, KYOTO 606, JAPAN KYOTO UNIV, FAC ENGN, DEPT HYDROCARBON CHEM, SAKYO KU, KYOTO 606, JAPAN

KOBAYASHI, M
论文数: 0 引用数: 0
h-index: 0
机构:
KYOTO UNIV, FAC ENGN, DEPT HYDROCARBON CHEM, SAKYO KU, KYOTO 606, JAPAN KYOTO UNIV, FAC ENGN, DEPT HYDROCARBON CHEM, SAKYO KU, KYOTO 606, JAPAN

OKUDA, F
论文数: 0 引用数: 0
h-index: 0
机构:
KYOTO UNIV, FAC ENGN, DEPT HYDROCARBON CHEM, SAKYO KU, KYOTO 606, JAPAN KYOTO UNIV, FAC ENGN, DEPT HYDROCARBON CHEM, SAKYO KU, KYOTO 606, JAPAN

WATANABE, Y
论文数: 0 引用数: 0
h-index: 0
机构:
KYOTO UNIV, FAC ENGN, DEPT HYDROCARBON CHEM, SAKYO KU, KYOTO 606, JAPAN KYOTO UNIV, FAC ENGN, DEPT HYDROCARBON CHEM, SAKYO KU, KYOTO 606, JAPAN
[7]
Asymmetric transfer hydrogenation of ketonic substrates catalyzed by (η5-C5Me5)MCl complexes (M = Rh and Ir) of (1S,2S)-N-(p-toluenesulfonyl)-1,2-diphenylethylenediamine
[J].
Mashima, K
;
Abe, T
;
Tani, K
.
CHEMISTRY LETTERS,
1998, (12)
:1199-1200

Mashima, K
论文数: 0 引用数: 0
h-index: 0
机构:
Osaka Univ, Grad Sch Engn Sci, Dept Chem, Toyonaka, Osaka 5608531, Japan Osaka Univ, Grad Sch Engn Sci, Dept Chem, Toyonaka, Osaka 5608531, Japan

Abe, T
论文数: 0 引用数: 0
h-index: 0
机构:
Osaka Univ, Grad Sch Engn Sci, Dept Chem, Toyonaka, Osaka 5608531, Japan Osaka Univ, Grad Sch Engn Sci, Dept Chem, Toyonaka, Osaka 5608531, Japan

Tani, K
论文数: 0 引用数: 0
h-index: 0
机构:
Osaka Univ, Grad Sch Engn Sci, Dept Chem, Toyonaka, Osaka 5608531, Japan Osaka Univ, Grad Sch Engn Sci, Dept Chem, Toyonaka, Osaka 5608531, Japan
[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

MURAHASHI, S
论文数: 0 引用数: 0
h-index: 0

KONDO, K
论文数: 0 引用数: 0
h-index: 0

HAKATA, T
论文数: 0 引用数: 0
h-index: 0
[9]
New chiral rhodium and iridium complexes with chiral diamine ligands for asymmetric transfer hydrogenation of aromatic ketones
[J].
Murata, K
;
Ikariya, T
.
JOURNAL OF ORGANIC CHEMISTRY,
1999, 64 (07)
:2186-2187

论文数: 引用数:
h-index:
机构:

Ikariya, T
论文数: 0 引用数: 0
h-index: 0
机构: Tokyo Inst Technol, Fac Engn, Dept Chem Engn, Meguro Ku, Tokyo 1528552, Japan
[10]
pH-dependent transfer hydrogenation, reductive amination, and dehalogenation of water-soluble carbonyl compounds and alkyl halides promoted by Cp*Ir complexes
[J].
Ogo, S
;
Makihara, N
;
Kaneko, Y
;
Watanabe, Y
.
ORGANOMETALLICS,
2001, 20 (23)
:4903-4910

Ogo, S
论文数: 0 引用数: 0
h-index: 0
机构:
Inst Mol Sci, Okazaki, Aichi 4448585, Japan Inst Mol Sci, Okazaki, Aichi 4448585, Japan

Makihara, N
论文数: 0 引用数: 0
h-index: 0
机构: Inst Mol Sci, Okazaki, Aichi 4448585, Japan

Kaneko, Y
论文数: 0 引用数: 0
h-index: 0
机构: Inst Mol Sci, Okazaki, Aichi 4448585, Japan

Watanabe, Y
论文数: 0 引用数: 0
h-index: 0
机构: Inst Mol Sci, Okazaki, Aichi 4448585, Japan