Efficient solid support catalyzed mono-aza-Michael addition reactions of piperazine

Kód výsledku v IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F00216224%3A14310%2F15%3A00081733" target="_blank" >RIV/00216224:14310/15:00081733 - isvavai.cz</a>

Výsledek na webu

<a href="http://dx.doi.org/10.1007/s00706-014-1379-2" target="_blank" >http://dx.doi.org/10.1007/s00706-014-1379-2</a>

DOI - Digital Object Identifier

<a href="http://dx.doi.org/10.1007/s00706-014-1379-2" target="_blank" >10.1007/s00706-014-1379-2</a>

Jazyk výsledku

angličtina

Název v původním jazyce

Efficient solid support catalyzed mono-aza-Michael addition reactions of piperazine

Popis výsledku v původním jazyce

We report new methods for the efficient mono-aza-Michael additions of piperazine to compounds with activated multiple carbon?carbon bond (functional derivatives of acrylic, propiolic, and acetylenedicarboxylic acid). This method is based on the reactionof piperazine-1-ium cation with alkenes or alkynes substituted by EWGs under catalysis by various metal ions supported on weakly acidic cation-exchanger resin. Starting piperazine-1-ium cation is generated in situ in methanol solution by mixing of piperazine and piperazine-1,4-diium dichloride in various ratios. It was found that solid support metal catalysis afforded target products in very good yields in shortened reaction times. A new method of N-monosubstituted piperazine derivative preparation is very beneficial, because until now no one has come up with the idea to use for protection of the one nitrogen atom of the piperazine its simple protonation.

Název v anglickém jazyce

Efficient solid support catalyzed mono-aza-Michael addition reactions of piperazine

Popis výsledku anglicky

We report new methods for the efficient mono-aza-Michael additions of piperazine to compounds with activated multiple carbon?carbon bond (functional derivatives of acrylic, propiolic, and acetylenedicarboxylic acid). This method is based on the reactionof piperazine-1-ium cation with alkenes or alkynes substituted by EWGs under catalysis by various metal ions supported on weakly acidic cation-exchanger resin. Starting piperazine-1-ium cation is generated in situ in methanol solution by mixing of piperazine and piperazine-1,4-diium dichloride in various ratios. It was found that solid support metal catalysis afforded target products in very good yields in shortened reaction times. A new method of N-monosubstituted piperazine derivative preparation is very beneficial, because until now no one has come up with the idea to use for protection of the one nitrogen atom of the piperazine its simple protonation.

Druh

J_x - Nezařazeno - Článek v odborném periodiku (Jimp, Jsc a Jost)

CEP obor

CC - Organická chemie

OECD FORD obor

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Projekt

<a href="/cs/project/2A-1TP1%2F090" target="_blank" >2A-1TP1/090: Nové katalyzátory a činidla pro udržitelné zelené syntézy a kombinatoriální syntézy.</a><br>

Návaznosti

P - Projekt vyzkumu a vyvoje financovany z verejnych zdroju (s odkazem do CEP)

Rok uplatnění

2015

Kód důvěrnosti údajů

S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

Název periodika

Monatshefte für Chemie - Chemical Monthly

ISSN

0026-9247

e-ISSN

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Svazek periodika

146

Číslo periodika v rámci svazku

4

Stát vydavatele periodika

AT - Rakouská republika

Počet stran výsledku

9

Strana od-do

653-661

Kód UT WoS článku

000351279800015

EID výsledku v databázi Scopus

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