A facile, microwave-assisted, palladium-catalyzed arylation of acetone

被引：19

作者：

Chobanian, Harry R. ^{[1
]}

Liu, Ping ^{[1
]}

Chioda, Marc D. ^{[1
]}

Guo, Yan ^{[1
]}

Lin, Linus S. ^{[1
]}

机构：

[1] Merck & Co Inc, Merck Res Labs, Dept Med Chem, Rahway, NJ 07065 USA

来源：

TETRAHEDRON LETTERS | 2007年 / 48卷 / 07期

关键词：

D O I：

10.1016/j.tetlet.2006.12.060

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

We report an expedient method for the heteroarylation of acetone tinder tin-free conditions. The coupling is performed using the commercially available enol silane of acetone (2-trimethylsilyloxypropene) and a corresponding ary, bromide, chloride or triflate under microwave-assisted conditions, with tris(dibenzylideneacetonc)dipalladium (Pd-2(dba)(3)) or palladium acetate (Pd(OAc)(2)) and 2-(2',6'-dimethoxybiphenyl)dicyclohexylphosphine (S-Phos) as the catalyst system. Published by Elsevier Ltd.

引用

页码：1213 / 1216

页数：4

共 9 条

[1] POTASSIUM FLUORIDE ON CELITE - VERSATILE REAGENT FOR C-ALKYLATION,N-ALKYLATION,O-ALKYLATION, AND S-ALKYLATION
ANDO, T
YAMAWAKI, J
[J]. CHEMISTRY LETTERS, 1979, (01) : 45 - 46
[2] Catalysts for Suzuki-Miyaura coupling processes: Scope and studies of the effect of ligand structure
Barder, TE
Walker, SD
Martinelli, JR
Buchwald, SL
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2005, 127 (13) : 4685 - 4696
[3] A facile microwave-assisted palladium-catalyzed cyanation of aryl chlorides
Chobanian, HR
Fors, BP
Lin, LS
[J]. TETRAHEDRON LETTERS, 2006, 47 (19) : 3303 - 3305
[4] Palladium-catalyzed regiocontrolled α-arylation of trimethylsilyl enol ethers with aryl halides
Iwama, Tetsuo
Rawal, Viresh H.
[J]. ORGANIC LETTERS, 2006, 8 (25) : 5725 - 5728
[5] Controlled microwave heating in modern organic synthesis
Kappe, CO
[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2004, 43 (46) : 6250 - 6284
[6] REGIOSELECTIVE ARYLATION OF SILYL ENOL ETHERS OF METHYL KETONES WITH ARYL BROMIDES
KUWAJIMA, I
URABE, H
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1982, 104 (24) : 6831 - 6833
[7] LEWIS CN, 1986, SYNTHESIS-STUTTGART, P944
[8] A highly active catalyst system for the heteroarylation of acetone
Liu, P
Lanza, TJ
Jewell, JP
Jones, CP
Hagmann, WK
Lin, LS
[J]. TETRAHEDRON LETTERS, 2003, 44 (49) : 8869 - 8871
[9] Mild palladium-catalyzed selective monoarylation of nitriles
Wu, LY
Hartwig, JF
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2005, 127 (45) : 15824 - 15832

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