Zinc base assisted amination of 2-chloropyrimidines by aniline derivatives at room temperature

Lukas B. Delvos; Jeanne Marie Begouin; Corinne Gosmini

doi:10.1055/s-0030-1261220

Zinc base assisted amination of 2-chloropyrimidines by aniline derivatives at room temperature

Lukas B. Delvos
, Jeanne Marie Begouin
, Corinne Gosmini

CNRS

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

Abstract

The amination of 2-chloropyrimidines was performed with several aniline derivatives in the presence of tolylzinc bromide as a base. The organozinc compound has a profound effect on the reactivity of the amines, so that the reaction takes place at room temperature. Further studies gave insight into the reaction mechanism and favor a nucleophilic substitution over a catalytic process.

Original language	English
Article number	B12811ST
Pages (from-to)	2325-2328
Number of pages	4
Journal	Synlett
Issue number	16
DOIs	https://doi.org/10.1055/s-0030-1261220
Publication status	Published - 12 Sept 2011
Externally published	Yes

Keywords

2-anilinopyrimidine
amination
heterocycles
nucleophilic aromatic substitution
zinc base

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10.1055/s-0030-1261220

Cite this

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title = "Zinc base assisted amination of 2-chloropyrimidines by aniline derivatives at room temperature",

abstract = "The amination of 2-chloropyrimidines was performed with several aniline derivatives in the presence of tolylzinc bromide as a base. The organozinc compound has a profound effect on the reactivity of the amines, so that the reaction takes place at room temperature. Further studies gave insight into the reaction mechanism and favor a nucleophilic substitution over a catalytic process.",

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AU - Delvos, Lukas B.

AU - Begouin, Jeanne Marie

AU - Gosmini, Corinne

PY - 2011/9/12

Y1 - 2011/9/12

N2 - The amination of 2-chloropyrimidines was performed with several aniline derivatives in the presence of tolylzinc bromide as a base. The organozinc compound has a profound effect on the reactivity of the amines, so that the reaction takes place at room temperature. Further studies gave insight into the reaction mechanism and favor a nucleophilic substitution over a catalytic process.

AB - The amination of 2-chloropyrimidines was performed with several aniline derivatives in the presence of tolylzinc bromide as a base. The organozinc compound has a profound effect on the reactivity of the amines, so that the reaction takes place at room temperature. Further studies gave insight into the reaction mechanism and favor a nucleophilic substitution over a catalytic process.

KW - 2-anilinopyrimidine

KW - amination

KW - heterocycles

KW - nucleophilic aromatic substitution

KW - zinc base

UR - https://www.scopus.com/pages/publications/80053110024

U2 - 10.1055/s-0030-1261220

DO - 10.1055/s-0030-1261220

M3 - Article

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EP - 2328

JO - Synlett

JF - Synlett

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M1 - B12811ST

ER -

Zinc base assisted amination of 2-chloropyrimidines by aniline derivatives at room temperature

Abstract

Keywords

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