Aromatic organozinc reagents as nucleophiles in the α-arylation of piperidine and tetrahydropyran

Erwan Le Gall; Corinne Gosmini; Michel Troupel

doi:10.1016/j.tetlet.2005.11.070

Aromatic organozinc reagents as nucleophiles in the α-arylation of piperidine and tetrahydropyran

Erwan Le Gall, Corinne Gosmini, Michel Troupel

Institut de Chimie et des Matériaux de Paris Est, CNRS UPEC/UMR 7182

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

Abstract

The arylation at the α-position of piperidine derivatives is achieved in good yield using aromatic organozinc reagents and either 2-methoxylated or α-cyanated piperidine. Oxygen-containing heterocycles such as 2-methoxy-tetrahydropyran reacts in a same manner to yield efficiently 2-arylated tetrahydropyran.

Original language	English
Pages (from-to)	455-458
Number of pages	4
Journal	Tetrahedron Letters
Volume	47
Issue number	4
DOIs	https://doi.org/10.1016/j.tetlet.2005.11.070
Publication status	Published - 23 Jan 2006
Externally published	Yes

Keywords

Acetal
Arylation
Organozinc reagent
α-Aminoether
α-Aminonitrile

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10.1016/j.tetlet.2005.11.070

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title = "Aromatic organozinc reagents as nucleophiles in the α-arylation of piperidine and tetrahydropyran",

abstract = "The arylation at the α-position of piperidine derivatives is achieved in good yield using aromatic organozinc reagents and either 2-methoxylated or α-cyanated piperidine. Oxygen-containing heterocycles such as 2-methoxy-tetrahydropyran reacts in a same manner to yield efficiently 2-arylated tetrahydropyran.",

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AU - Le Gall, Erwan

AU - Gosmini, Corinne

AU - Troupel, Michel

PY - 2006/1/23

Y1 - 2006/1/23

N2 - The arylation at the α-position of piperidine derivatives is achieved in good yield using aromatic organozinc reagents and either 2-methoxylated or α-cyanated piperidine. Oxygen-containing heterocycles such as 2-methoxy-tetrahydropyran reacts in a same manner to yield efficiently 2-arylated tetrahydropyran.

AB - The arylation at the α-position of piperidine derivatives is achieved in good yield using aromatic organozinc reagents and either 2-methoxylated or α-cyanated piperidine. Oxygen-containing heterocycles such as 2-methoxy-tetrahydropyran reacts in a same manner to yield efficiently 2-arylated tetrahydropyran.

KW - Acetal

KW - Arylation

KW - Organozinc reagent

KW - α-Aminoether

KW - α-Aminonitrile

U2 - 10.1016/j.tetlet.2005.11.070

DO - 10.1016/j.tetlet.2005.11.070

M3 - Article

AN - SCOPUS:29144454537

SN - 0040-4039

VL - 47

SP - 455

EP - 458

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 4

ER -

Aromatic organozinc reagents as nucleophiles in the α-arylation of piperidine and tetrahydropyran

Abstract

Keywords

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