Direct N1-monosubstitution of piperazine

Kód výsledku v IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F00216224%3A14310%2F13%3A00074526" target="_blank" >RIV/00216224:14310/13:00074526 - isvavai.cz</a>

Nalezeny alternativní kódy

RIV/00216224:14310/14:00088826

Výsledek na webu

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DOI - Digital Object Identifier

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Jazyk výsledku

čeština

Název v původním jazyce

Direct N1-monosubstitution of piperazine

Popis výsledku v původním jazyce

We report new methods for the efficient direct N1-monosubstitution of piperazine based on the reaction of piperazine-1-ium cation with different electrophilic agents optionally under catalysis by various metal ions supported on weakly acidic cation-exchanger resin. Starting piperazine-1-ium was generated in situ from piperazine in acetic acid solution or by chemi-sorption of piperazine on weakly acidic cation-exchanger resin (i. e. solid phase synthesis with ionically bonded substrate). These two methods were used for reaction with electrophilic reagents such as acyl chlorides, anhydrides, sulfonyl chlorides, carbamoyl chlorides, for example. For aza-Michael additions of piperazine-1-ium cation to compounds with an activated multiple carbon-carbon bond(derivatives of acrylic, propiolic and acetylenedicarboxylic acid) this cation was generated in methanol solution by mixing of piperazine with piperazine-1,4-diium dichloride in various proportions.

Název v anglickém jazyce

Direct N1-monosubstitution of piperazine

Popis výsledku anglicky

We report new methods for the efficient direct N1-monosubstitution of piperazine based on the reaction of piperazine-1-ium cation with different electrophilic agents optionally under catalysis by various metal ions supported on weakly acidic cation-exchanger resin. Starting piperazine-1-ium was generated in situ from piperazine in acetic acid solution or by chemi-sorption of piperazine on weakly acidic cation-exchanger resin (i. e. solid phase synthesis with ionically bonded substrate). These two methods were used for reaction with electrophilic reagents such as acyl chlorides, anhydrides, sulfonyl chlorides, carbamoyl chlorides, for example. For aza-Michael additions of piperazine-1-ium cation to compounds with an activated multiple carbon-carbon bond(derivatives of acrylic, propiolic and acetylenedicarboxylic acid) this cation was generated in methanol solution by mixing of piperazine with piperazine-1,4-diium dichloride in various proportions.

Druh

O - Ostatní výsledky

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

2013

Kód důvěrnosti údajů

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