Convenient magnesiation of aromatic and heterocyclic rings bearing a hydroxy group in presence of LiCl

被引：55

作者：

Kopp, F ^{[1
]}

Krasovskiy, A ^{[1
]}

Knochel, P ^{[1
]}

机构：

[1] Univ Munich, Dept Chem, D-81377 Munich, Germany

来源：

CHEMICAL COMMUNICATIONS | 2004年 / 20期

关键词：

D O I：

10.1039/b409664a

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The reaction of various iodophenols with MeMgCl in presence of LiCl followed by the addition of i-PrMgCl provides the corresponding magnesiated magnesium phenolates as THF soluble reagents; this approach can be extended to heterocyclic compounds bearing a hydroxy group like pyridines and quinolines.

引用

页码：2288 / 2289

页数：2

共 11 条

[1] Bromine-magnesium-exchange as a general tool for the preparation of polyfunctional aryl and heteroaryl magnesium-reagents
Abarbri, M
Dehmel, F
Knochel, P
[J]. TETRAHEDRON LETTERS, 1999, 40 (42) : 7449 - 7453
[2] [Anonymous], 1999, GRIGNARD REAGENTS NE
[3] Selective halogen-magnesium exchange reaction via organomagnesium ate complex
Inoue, A
Kitagawa, K
Shinokubo, H
Oshima, K
[J]. JOURNAL OF ORGANIC CHEMISTRY, 2001, 66 (12) : 4333 - 4339
[4] Non-cryogenic metalation of aryl bromides bearing proton donating groups: formation of a stable magnesio-intermediate
Kato, S
Nonoyama, N
Tomimoto, K
Mase, T
[J]. TETRAHEDRON LETTERS, 2002, 43 (41) : 7315 - 7317
[5] Highly functionalized organomagnesium reagents prepared through halogen-metal exchange
Knochel, P
Dohle, W
Gommermann, N
Kneisel, FF
Kopp, F
Korn, T
Sapountzis, I
Vu, VA
[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2003, 42 (36) : 4302 - 4320
[6] A LiCl-mediated Br/Mg exchange reaction for the preparation of functionalized aryl- and heteroarylmagnesium compounds from organic bromides
Krasovskiy, A
Knochel, P
[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2004, 43 (25) : 3333 - 3336
[7] NEGISHI E, 1988, ORG SYNTH, V66, P67
[8] Silverman G. S., 1996, HDB GRIGNARD REAGENT
[9] Preparation of functionalized alkenylmagnesium bromides via a bromine-magnesium exchange
Thibonnet, J
Knochel, P
[J]. TETRAHEDRON LETTERS, 2000, 41 (18) : 3319 - 3322
[10] WITTIG-HORNER REACTION IN HETEROGENEOUS MEDIA .1. AN EASY SYNTHESIS OF ETHYL ALPHA-HYDROXYMETHYLACRYLATE AND ETHYL ALPHA-HALOMETHYLACRYLATES USING FORMALDEHYDE IN WATER
VILLIERAS, J
RAMBAUD, M
[J]. SYNTHESIS-STUTTGART, 1982, (11): : 924 - 926

← 1 2 →