Synthesis of (2-aminoethyl) ferrocenes from the reaction of lithium amides with vinylferrocene

Kevin Joly; Renate Gleixner; Simon Simpkins; DM Coe; Liam Cox

doi:10.1016/j.tet.2006.10.078

Synthesis of (2-aminoethyl) ferrocenes from the reaction of lithium amides with vinylferrocene

Kevin Joly, Renate Gleixner, Simon Simpkins, DM Coe, Liam Cox

Chemistry

Research output: Contribution to journal › Article

9 Citations (Scopus)

Abstract

Lithium amides react with vinylferrocene in the presence of TMEDA to provide the corresponding (2-aminoethyl)ferrocenes in good to excellent yields. A range of secondary amines can be employed in this amidolithiation reaction, with cyclic derivatives affording particularly good yields of the 2-aminoethyl-substituted ferrocene product. This operationally simple procedure provides one of the most straightforward routes to this class of mono-substituted ferrocene. (c) 2006 Elsevier Ltd. All rights reserved.

Original language	English
Pages (from-to)	761-767
Number of pages	7
Journal	Tetrahedron
Volume	63
Issue number	3
DOIs	https://doi.org/10.1016/j.tet.2006.10.078
Publication status	Published - 15 Jan 2007

Keywords

vinylferrocene
lithium amides
regioselective additions
amidolithiation

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10.1016/j.tet.2006.10.078

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title = "Synthesis of (2-aminoethyl) ferrocenes from the reaction of lithium amides with vinylferrocene",

abstract = "Lithium amides react with vinylferrocene in the presence of TMEDA to provide the corresponding (2-aminoethyl)ferrocenes in good to excellent yields. A range of secondary amines can be employed in this amidolithiation reaction, with cyclic derivatives affording particularly good yields of the 2-aminoethyl-substituted ferrocene product. This operationally simple procedure provides one of the most straightforward routes to this class of mono-substituted ferrocene. (c) 2006 Elsevier Ltd. All rights reserved.",

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author = "Kevin Joly and Renate Gleixner and Simon Simpkins and DM Coe and Liam Cox",

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T1 - Synthesis of (2-aminoethyl) ferrocenes from the reaction of lithium amides with vinylferrocene

AU - Joly, Kevin

AU - Gleixner, Renate

AU - Simpkins, Simon

AU - Coe, DM

AU - Cox, Liam

PY - 2007/1/15

Y1 - 2007/1/15

N2 - Lithium amides react with vinylferrocene in the presence of TMEDA to provide the corresponding (2-aminoethyl)ferrocenes in good to excellent yields. A range of secondary amines can be employed in this amidolithiation reaction, with cyclic derivatives affording particularly good yields of the 2-aminoethyl-substituted ferrocene product. This operationally simple procedure provides one of the most straightforward routes to this class of mono-substituted ferrocene. (c) 2006 Elsevier Ltd. All rights reserved.

AB - Lithium amides react with vinylferrocene in the presence of TMEDA to provide the corresponding (2-aminoethyl)ferrocenes in good to excellent yields. A range of secondary amines can be employed in this amidolithiation reaction, with cyclic derivatives affording particularly good yields of the 2-aminoethyl-substituted ferrocene product. This operationally simple procedure provides one of the most straightforward routes to this class of mono-substituted ferrocene. (c) 2006 Elsevier Ltd. All rights reserved.

KW - vinylferrocene

KW - lithium amides

KW - regioselective additions

KW - amidolithiation

U2 - 10.1016/j.tet.2006.10.078

DO - 10.1016/j.tet.2006.10.078

M3 - Article

VL - 63

SP - 761

EP - 767

JO - Tetrahedron

JF - Tetrahedron

IS - 3

ER -

Synthesis of (2-aminoethyl) ferrocenes from the reaction of lithium amides with vinylferrocene

Abstract

Keywords

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