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

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

Research output: Contribution to journalArticle

115 Citations (Scopus)

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 languageEnglish (US)
Pages (from-to)1901-1904
Number of pages4
JournalSynlett
Issue number12
StatePublished - 2001
Externally publishedYes

Fingerprint

Bearings (structural)
Iodides
Bromides
Esters
Resins

Keywords

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

ASJC Scopus subject areas

  • Organic Chemistry

Cite this

Dohle, W., Kopp, F., Cahiez, G., & Knochel, P. (2001). Fe(III)-catalyzed cross-coupling between functionalized arylmagnesium compounds and alkenyl halides. Synlett, (12), 1901-1904.

Fe(III)-catalyzed cross-coupling between functionalized arylmagnesium compounds and alkenyl halides. / Dohle, W.; Kopp, F.; Cahiez, G.; Knochel, P.

In: Synlett, No. 12, 2001, p. 1901-1904.

Research output: Contribution to journalArticle

Dohle, W, Kopp, F, Cahiez, G & Knochel, P 2001, 'Fe(III)-catalyzed cross-coupling between functionalized arylmagnesium compounds and alkenyl halides', Synlett, no. 12, pp. 1901-1904.
Dohle, W. ; Kopp, F. ; Cahiez, G. ; Knochel, P. / Fe(III)-catalyzed cross-coupling between functionalized arylmagnesium compounds and alkenyl halides. In: Synlett. 2001 ; No. 12. pp. 1901-1904.
@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",
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

M3 - Article

AN - SCOPUS:0035212248

SP - 1901

EP - 1904

JO - Synlett

JF - Synlett

SN - 0936-5214

IS - 12

ER -