Cross-coupling of alkyl halides with aryl Grignard reagents catalyzed by a low-valent iron complex

被引：328

作者：

Martin, R ^{[1
]}

Fürstner, A ^{[1
]}

机构：

[1] Max Planck Inst Kohlenforsch, D-45470 Mulheim, Germany

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2004年 / 43卷 / 30期

关键词：

alkyl halides; cross-coupling; Grignard reagents; iron;

D O I：

10.1002/anie.200460504

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A striking reversal of the usual reactivity pattern of aryl Grignard reagents is observed for reactions in the presence of catalytic amounts of the bare" ferrate complex [Li(tmeda)]2[Fe(C2H 4)4] (1). Highly reduced iron-magnesium clusters may play a decisive role in the exceptionally facile and chemoselective cross-coupling reaction with alkyl halides (see scheme)."

引用

页码：3955 / 3957

页数：3

共 68 条

[31] Pd-catalyzed synthesis of arylacetic acid derivatives from boronic acids
Goossen, LJ
[J]. CHEMICAL COMMUNICATIONS, 2001, (07) : 669 - 670
[32] Intramolecular radical cyclization of 2-haloethanal allyl acetal and allyl 2-halophenyl ether with a Grignard reagent in the presence of iron(II) chloride
Hayashi, Y
Shinokubo, H
Oshima, K
[J]. TETRAHEDRON LETTERS, 1998, 39 (1-2) : 63 - 66
[33] An efficient synthesis of 2-substituted 6-methylpurine bases and nucleosides by Fe- or Pd-catalyzed cross-coupling reactions of 2,6-dichloropurines
Hocek, M
Dvoráková, H
[J]. JOURNAL OF ORGANIC CHEMISTRY, 2003, 68 (14) : 5773 - 5776
[34] Hojo M, 2001, ANGEW CHEM INT EDIT, V40, P621, DOI 10.1002/1521-3773(20010202)40:3<621::AID-ANIE621>3.0.CO
[35] 2-O
[36] Hojo M, 2001, ANGEW CHEM, V113, P641
[37] Kumada-Corriu coupling of Grignard reagents, probed with a chiral Grignard reagent
Hölzer, B
Hoffmann, RW
[J]. CHEMICAL COMMUNICATIONS, 2003, (06) : 732 - 733
[38] PALLADIUM-CATALYZED ALKYL-ALKYL CROSS-COUPLING REACTION OF 9-ALKYL-9-BBN DERIVATIVES WITH IODOALKANES POSSESSING BETA-HYDROGENS
ISHIYAMA, T
ABE, S
MIYAURA, N
SUZUKI, A
[J]. CHEMISTRY LETTERS, 1992, (04) : 691 - 694
[39] Nickel-catalyzed cross-coupling between functionalized primary or secondary alkylzinc halides and primary alkyl halides
Jensen, AE
Knochel, P
[J]. JOURNAL OF ORGANIC CHEMISTRY, 2002, 67 (01) : 79 - 85
[40] SIMPLE ROUTE TO LI-METALATED OR ZN-METALATED ETA-5-CYCLOPENTADIENYLIRON-OLEFIN COMPLEXES
JONAS, K
SCHIEFERSTEIN, L
[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1979, 18 (07): : 549 - 550

← 1 2 3 4 5 6 7 →