Structurally-defined direct C-magnesiation and C-zincation of N-heterocyclic aromatic compounds using alkali-metal-mediated metallation

R.E. Mulvey; A.R. Kennedy; E. Hevia

doi:10.1039/b704362g

Structurally-defined direct C-magnesiation and C-zincation of N-heterocyclic aromatic compounds using alkali-metal-mediated metallation

R.E. Mulvey, A.R. Kennedy, E. Hevia

Pure And Applied Chemistry

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

46 Citations (Scopus)

Abstract

Demonstrating direct synergic ''low polarity metallation'', 1-methylindole is C-magnesiated by (TMEDA)2?Na2MgBu4 and C-zincated by (TMEDA)?Na(tBu)(TMP)Zn(tBu), and 1-methylpyrrole is C-zincated by the same reagent, with all three metal products successfully crystallographically characterised.

Original language	English
Pages (from-to)	2864-2866
Number of pages	2
Journal	Chemical Communications (London)
Issue number	27
DOIs	https://doi.org/10.1039/b704362g
Publication status	Published - 2007

Keywords

aromatic compounds
low polarity metallation

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10.1039/b704362g

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title = "Structurally-defined direct C-magnesiation and C-zincation of N-heterocyclic aromatic compounds using alkali-metal-mediated metallation",

abstract = "Demonstrating direct synergic ''low polarity metallation'', 1-methylindole is C-magnesiated by (TMEDA)2?Na2MgBu4 and C-zincated by (TMEDA)?Na(tBu)(TMP)Zn(tBu), and 1-methylpyrrole is C-zincated by the same reagent, with all three metal products successfully crystallographically characterised.",

keywords = "aromatic compounds, low polarity metallation",

author = "R.E. Mulvey and A.R. Kennedy and E. Hevia",

year = "2007",

doi = "10.1039/b704362g",

language = "English",

pages = "2864--2866",

journal = "Chemical Communications (London)",

issn = "0009-241X",

publisher = "Chemical Society",

number = "27",

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TY - JOUR

T1 - Structurally-defined direct C-magnesiation and C-zincation of N-heterocyclic aromatic compounds using alkali-metal-mediated metallation

AU - Mulvey, R.E.

AU - Kennedy, A.R.

AU - Hevia, E.

PY - 2007

Y1 - 2007

N2 - Demonstrating direct synergic ''low polarity metallation'', 1-methylindole is C-magnesiated by (TMEDA)2?Na2MgBu4 and C-zincated by (TMEDA)?Na(tBu)(TMP)Zn(tBu), and 1-methylpyrrole is C-zincated by the same reagent, with all three metal products successfully crystallographically characterised.

AB - Demonstrating direct synergic ''low polarity metallation'', 1-methylindole is C-magnesiated by (TMEDA)2?Na2MgBu4 and C-zincated by (TMEDA)?Na(tBu)(TMP)Zn(tBu), and 1-methylpyrrole is C-zincated by the same reagent, with all three metal products successfully crystallographically characterised.

KW - aromatic compounds

KW - low polarity metallation

UR - http:/dx.doi.org/10.1039/b704362g

U2 - 10.1039/b704362g

DO - 10.1039/b704362g

M3 - Article

SN - 0009-241X

SP - 2864

EP - 2866

JO - Chemical Communications (London)

JF - Chemical Communications (London)

IS - 27

ER -

Structurally-defined direct C-magnesiation and C-zincation of N-heterocyclic aromatic compounds using alkali-metal-mediated metallation

Abstract

Keywords

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"INVERSE" COORDINATION: A NEW DESIGN CONCEPT IN SUPRAMOLECULAR INORGANIC CHEMISTRY

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Structurally-defined direct C-magnesiation and C-zincation of N-heterocyclic aromatic compounds using alkali-metal-mediated metallation

Abstract

Keywords

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"INVERSE" COORDINATION: A NEW DESIGN CONCEPT IN SUPRAMOLECULAR INORGANIC CHEMISTRY

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x-ray diffractometer

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