Etude dans la serie des organosilylazoles : II. Reaction d'addition nucleophile sur les derives carbonyles

doi:10.1016/S0022-328X(00)86717-0

Journal of Organometallic Chemistry

Volume 208, Issue 3, 31 March 1981, Pages 309-315

https://doi.org/10.1016/S0022-328X(00)86717-0 Get rights and content

Abstract

The reactivity of organosilicon amines of imidazole, 1,2,4-triazole and benzotriazole towards aldehydes and ketones has been studied. Aldehydes react easily and give the addition products at room temeperature. With ketones, the reactions depend both on the organosilicon amine and the ketone used. With trimethylsilyl-1 imidazole, ketones hakving an enolic form stabilized by conjugation, form enoxysilanes.

Résumé

La réactivité des dérivés organosiliciés de l'imidazole, du pyrazole, du triazole-1,2,4 et du benzotriazole a été étudiée vis à vis des aldéhydes et des cétones.

Les aldéhydes réagissent avec des rendements quantitatifs. La réaction se produit a température ambiante et est réversible.

Avec les cétones, les réactions dépendent à la fois de l'organosilylazole et de la cétone utilisés.

Dans le cas du triméthylsilyl-1 imidazole les cétones ayant une forme énolique stabilisée par conjugaison conduisent à un énoxysilane au lieu du produit d'addition.

Références (7)

J.P. Gasparini et al.
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R. Gassend et al.
J. Organometal. Chem.
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J.C. Pommier et al.
J. Organometal. Chem.
(1973)

There are more references available in the full text version of this article.

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Bei Temperaturen über 280°C entstehen bei den gleichen Umsetzungen Gemische aus I und 1,2,3-Triphenyl-2H-isoindol (II), dessen Anteil am Isoindolgemisch bis zu 25% betragen kann.
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¹: Adresse actuelle: Instituto de Quimica Medica, Juan de la Cierva 3, Madrid-6 (Espagne).

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Etude dans la serie des organosilylazoles : II. Reaction d'addition nucleophile sur les derives carbonyles

Abstract

Résumé

J. Organometal. Chem.

J. Organometal. Chem.

J. Organometal. Chem.