Fe(III)-catalyzed cross-coupling between functionalized arylmagnesium compounds and alkenyl halides

W. Dohle; F. Kopp; G. Cahiez; P. Knochel

doi:10.1055/s-2001-18748

Fe(III)-catalyzed cross-coupling between functionalized arylmagnesium compounds and alkenyl halides

W. Dohle, F. Kopp, G. Cahiez, P. Knochel

Research output: Contribution to journal › Article › peer-review

131 Scopus citations

Abstract

Functionalized arylmagnesium reagents bearing an ester, cyano, nonaflate or trialkylsilyloxy group undergo fast cross-coupling reactions with alkenyl iodides or bromides in the presence of catalytic amounts of Fe(acac)₃ (5 mol%) at-20 °C within 1 hour resulting in the formation of the desired cross-coupling products in satisfactory yields. Excellent yields can be achieved by performing the cross-coupling reaction on solid phase by generating the Grignard reagent on the resin.

Original language	English (US)
Pages (from-to)	1901-1904
Number of pages	4
Journal	Synlett
Issue number	12
DOIs	https://doi.org/10.1055/s-2001-18748
State	Published - 2001
Externally published	Yes

Keywords

Cross-coupling reaction
Iodine-magnesium exchange
Iron(III)-catalysis
Magnesium

ASJC Scopus subject areas

Organic Chemistry

Access to Document

10.1055/s-2001-18748

Cite this

@article{0c44d5ff6ee8433aa504f6924d280528,

title = "Fe(III)-catalyzed cross-coupling between functionalized arylmagnesium compounds and alkenyl halides",

abstract = "Functionalized arylmagnesium reagents bearing an ester, cyano, nonaflate or trialkylsilyloxy group undergo fast cross-coupling reactions with alkenyl iodides or bromides in the presence of catalytic amounts of Fe(acac)3 (5 mol%) at-20 °C within 1 hour resulting in the formation of the desired cross-coupling products in satisfactory yields. Excellent yields can be achieved by performing the cross-coupling reaction on solid phase by generating the Grignard reagent on the resin.",

keywords = "Cross-coupling reaction, Iodine-magnesium exchange, Iron(III)-catalysis, Magnesium",

author = "W. Dohle and F. Kopp and G. Cahiez and P. Knochel",

year = "2001",

doi = "10.1055/s-2001-18748",

language = "English (US)",

pages = "1901--1904",

journal = "Synlett",

issn = "0936-5214",

publisher = "Georg Thieme Verlag",

number = "12",

}

TY - JOUR

T1 - Fe(III)-catalyzed cross-coupling between functionalized arylmagnesium compounds and alkenyl halides

AU - Dohle, W.

AU - Kopp, F.

AU - Cahiez, G.

AU - Knochel, P.

PY - 2001

Y1 - 2001

N2 - Functionalized arylmagnesium reagents bearing an ester, cyano, nonaflate or trialkylsilyloxy group undergo fast cross-coupling reactions with alkenyl iodides or bromides in the presence of catalytic amounts of Fe(acac)3 (5 mol%) at-20 °C within 1 hour resulting in the formation of the desired cross-coupling products in satisfactory yields. Excellent yields can be achieved by performing the cross-coupling reaction on solid phase by generating the Grignard reagent on the resin.

AB - Functionalized arylmagnesium reagents bearing an ester, cyano, nonaflate or trialkylsilyloxy group undergo fast cross-coupling reactions with alkenyl iodides or bromides in the presence of catalytic amounts of Fe(acac)3 (5 mol%) at-20 °C within 1 hour resulting in the formation of the desired cross-coupling products in satisfactory yields. Excellent yields can be achieved by performing the cross-coupling reaction on solid phase by generating the Grignard reagent on the resin.

KW - Cross-coupling reaction

KW - Iodine-magnesium exchange

KW - Iron(III)-catalysis

KW - Magnesium

UR - http://www.scopus.com/inward/record.url?scp=0035212248&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=0035212248&partnerID=8YFLogxK

U2 - 10.1055/s-2001-18748

DO - 10.1055/s-2001-18748

M3 - Article

AN - SCOPUS:0035212248

SN - 0936-5214

SP - 1901

EP - 1904

JO - Synlett

JF - Synlett

IS - 12

ER -

Fe(III)-catalyzed cross-coupling between functionalized arylmagnesium compounds and alkenyl halides

Abstract

Keywords

ASJC Scopus subject areas

Access to Document

Other files and links

Fingerprint

Cite this