First heterogeneously palladium catalysed α-arylation of diethyl malonate

被引：37

作者：

Djakovitch, L ^{[1
]}

Köhler, K ^{[1
]}

机构：

[1] Tech Univ Munich, Inst Anorgan Chem, D-85748 Garching, Germany

来源：

JOURNAL OF ORGANOMETALLIC CHEMISTRY | 2000年 / 606卷 / 02期

关键词：

heterogeneous catalytic alpha-arylation; carbonyl derivatives; zeolite supported palladium; aryl halides;

D O I：

10.1016/S0022-328X(00)00204-7

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

Pd exchanged NaY zeolites ([Pd(0)](-), [Pd(II)](-) and entrapped [Pd(NH3)(4)]) exhibit a good activity towards the alpha-arylation of carbonyl compounds using different para-substituted aryl bromides. Low Pd-concentrations (only 2 mol%) are required to observe interesting activity. The catalysts can easily be separated from the reaction mixture and reused without any loss in activity. For large-scale applications the alternative use of an insoluble base as K2CO3 seems to be promising. The electronic nature of the aryl halides plays a limited role concerning the rate of the reaction. (C) 2000 Elsevier Science S.A. All rights reserved.

引用

页码：101 / 107

页数：7

共 27 条

[21] Direct alpha-arylation of ketones: The reaction of cyclic ketone enolates with diphenyliodonium triflate
Ryan, JH
Stang, PJ
[J]. TETRAHEDRON LETTERS, 1997, 38 (28) : 5061 - 5064
[22] COORDINATION, ATOM REORGANIZATION, AND CATALYSIS OF PALLADIUM IN ZEOLITE CAGES
SACHTLER, WMH
CAVALCANTI, FAP
ZHANG, Z
[J]. CATALYSIS LETTERS, 1991, 9 (3-4) : 261 - 272
[23] REACTION OF SILYL ENOL ETHERS WITH ARENEDIAZONIUM SALTS .1. ALPHA-ARYLATION OF KETONES
SAKAKURA, T
HARA, M
TANAKA, M
[J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1994, (03): : 283 - 288
[24] Palladium-catalyzed regioselective mono- and diarylation reactions of 2-phenylphenols and naphthols with aryl halides
Satoh, T
Kawamura, Y
Miura, M
Nomura, M
[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1997, 36 (16): : 1740 - 1742
[25] Palladium-catalyzed multiple arylation of phenyl ketones with aryl bromides
Satoh, T
Kametani, Y
Terao, Y
Miura, M
Nomura, M
[J]. TETRAHEDRON LETTERS, 1999, 40 (29) : 5345 - 5348
[26] Semmelhack M.F., 1991, COMPREHENSIVE ORGANI, V4
[27] Palladium-catalyzed inter- and intramolecular α-arylation of amides.: Application of intramolecular amide arylation to the synthesis of oxindoles
Shaughnessy, KH
Hamann, BC
Hartwig, JF
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1998, 63 (19) : 6546 - 6553

← 1 2 3 →