Dual electrophilic trapping-negishi coupling with dilithiothiophenes in a three-component, one-pot process

Christian Muschelknautz; Catherine Dostert; Thomas J.J. Müller

doi:10.1055/s-0029-1219203

Dual electrophilic trapping-negishi coupling with dilithiothiophenes in a three-component, one-pot process

Christian Muschelknautz, Catherine Dostert, Thomas J.J. Müller

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

5 Citations (Scopus)

Abstract

Based upon a twofold bromine-lithium exchange with 2,5-dibromo thiophene and sequential trapping of the dilithio intermediate, organo zinc halides were generated in situ and subsequently transformed by Negishi cross-coupling to unsymmetrically substituted thiophenes in a one-pot fashion. Application of this novel sequence to diiodo(hetero)arenes quickly furnishes highly interesting building blocks for materials science applications.

Original language	English
Article number	G39809ST
Pages (from-to)	415-418
Number of pages	4
Journal	Synlett
Issue number	3
DOIs	https://doi.org/10.1055/s-0029-1219203
Publication status	Published - 2010
Externally published	Yes

Keywords

Arenes
C-C coupling
Heterocycles
Lithiation
Multicomponent reactions

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10.1055/s-0029-1219203

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abstract = "Based upon a twofold bromine-lithium exchange with 2,5-dibromo thiophene and sequential trapping of the dilithio intermediate, organo zinc halides were generated in situ and subsequently transformed by Negishi cross-coupling to unsymmetrically substituted thiophenes in a one-pot fashion. Application of this novel sequence to diiodo(hetero)arenes quickly furnishes highly interesting building blocks for materials science applications.",

keywords = "Arenes, C-C coupling, Heterocycles, Lithiation, Multicomponent reactions",

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journal = "Synlett",

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AU - Muschelknautz, Christian

AU - Dostert, Catherine

AU - Müller, Thomas J.J.

PY - 2010

Y1 - 2010

N2 - Based upon a twofold bromine-lithium exchange with 2,5-dibromo thiophene and sequential trapping of the dilithio intermediate, organo zinc halides were generated in situ and subsequently transformed by Negishi cross-coupling to unsymmetrically substituted thiophenes in a one-pot fashion. Application of this novel sequence to diiodo(hetero)arenes quickly furnishes highly interesting building blocks for materials science applications.

AB - Based upon a twofold bromine-lithium exchange with 2,5-dibromo thiophene and sequential trapping of the dilithio intermediate, organo zinc halides were generated in situ and subsequently transformed by Negishi cross-coupling to unsymmetrically substituted thiophenes in a one-pot fashion. Application of this novel sequence to diiodo(hetero)arenes quickly furnishes highly interesting building blocks for materials science applications.

KW - Arenes

KW - C-C coupling

KW - Heterocycles

KW - Lithiation

KW - Multicomponent reactions

UR - https://www.scopus.com/pages/publications/76249106388

U2 - 10.1055/s-0029-1219203

DO - 10.1055/s-0029-1219203

M3 - Article

AN - SCOPUS:76249106388

SN - 0936-5214

SP - 415

EP - 418

JO - Synlett

JF - Synlett

IS - 3

M1 - G39809ST

ER -

Dual electrophilic trapping-negishi coupling with dilithiothiophenes in a three-component, one-pot process

Abstract

Keywords

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