Highly functionalized organomagnesium reagents prepared through halogen-metal exchange

被引：714

作者：

Knochel, P ^{[1
]}

Dohle, W ^{[1
]}

Gommermann, N ^{[1
]}

Kneisel, FF ^{[1
]}

Kopp, F ^{[1
]}

Korn, T ^{[1
]}

Sapountzis, I ^{[1
]}

Vu, VA ^{[1
]}

机构：

[1] Univ Munich, D-80539 Munich, Germany

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2003年 / 42卷 / 36期

关键词：

C-C coupling; Grignard reaction; magnesium; organometallic compounds; synthetic methods; IODINE-MAGNESIUM EXCHANGE; CROSS-COUPLING REACTIONS; DTBB-CATALYZED LITHIATION; CONJUGATE MICHAEL-ADDITIONS; DIRECTED ORTHO-METALATION; ALKYL-GRIGNARD REAGENTS; ARYL HALIDES; ARYLMAGNESIUM REAGENTS; ALKENYLMAGNESIUM REAGENTS; ELECTROPHILIC AMINATION;

D O I：

10.1002/anie.200300579

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Organomagnesium reagents occupy a central position in synthetic organic and organometallic chemistry. Recently, the halogen-magnesium exchange has considerably extended the range of functionalized Grignard reagents available for synthetic purposes. Functional groups such as esters, nitriles, iodides, imines, or even nitro groups can be present in a wide range of aromatic and heterocyclic organomagnesium reagents. Also various highly functionalized alkenyl magnesium species can be prepared. These recent developments as well as new applications of organomagnesium reagents in cross-coupling reactions and amination reactions will be covered in this Review.

引用

页码：4302 / 4320

页数：19

共 250 条

[11] Balkenhohl F, 1996, ANGEW CHEM INT EDIT, V35, P2289
[12] Balkenhohl F., 1996, Angew. Chem, V108, P2436
[13] MECHANISM OF REACTION BETWEEN GRIGNARD-REAGENTS AND NITROARENES - PRODUCT DISTRIBUTION AND RELATIVE REACTIVITIES OF GRIGNARD-REAGENTS WITH NITRONAPHTHALENE SYSTEM
BARTOLI, G
BOSCO, M
CANTAGALLI, G
DALPOZZO, R
CIMINALE, F
[J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1985, (06): : 773 - 779
[14] CONJUGATE ADDITION OF ALKYL-GRIGNARD REAGENTS TO MONONITROARENES
BARTOLI, G
[J]. ACCOUNTS OF CHEMICAL RESEARCH, 1984, 17 (03) : 109 - 115
[15] Dynamic thermodynamic resolution: Control of enantioselectivity through diastereomeric equilibration
Beak, P
Anderson, DR
Curtis, MD
Laumer, JM
Pippel, DJ
Weisenburger, GA
[J]. ACCOUNTS OF CHEMICAL RESEARCH, 2000, 33 (10) : 715 - 727
[16] Bergauer M, 2001, SYNTHESIS-STUTTGART, P2281
[17] Bérillon L, 1998, SYNLETT, P1359
[18] Intramolecular [2+2] photocycloadditions as an approach towards the right-hand side of solanoeclepin A
Blaauw, RH
Benningshof, JCJ
van Ginkel, AE
van Maarseveen, JH
Hiemstra, H
[J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 2001, (18): : 2250 - 2256
[19] NITRENOIDS LIRN-OR1 IN ELECTROPHILIC AMINATION REACTIONS OF ORGANO-LITHIUM COMPOUNDS - A THEORETICAL-STUDY
BOCHE, G
WAGNER, HU
[J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1984, (23) : 1591 - 1592
[20] BOCHE G, 1978, TETRAHEDRON LETT, P2327

← 1 2 3 4 5 6 7 8 9 10 →