SOLVENT-FREE MICROWAVE MICHAEL ADDITION OF ISATIN AND ANILINE SCHIFF BASE OF ISATIN TO α,β-UNSATURATED ESTERS

The rapid, simple, microwave-assisted Michael addition of isatin and aniline Schiff base of isatin to a wide variety of alkyl and aryl acrylates in the presence of, tetrabutylammonium bromide (TBAB) and 1,4-diazabicyclo[2.2.2]octane (DABCO), under solvent-free conditions, is presented. Under these c...

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Autores principales: IMANZADEH,GHOLAMHASSAN, AGHAALIZADEH,TOORAN, ZAMANLOO,MOHAMMADREZA, MANSOORI,YAGOUB
Lenguaje:English
Publicado: Sociedad Chilena de Química 2011
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Acceso en línea:http://www.scielo.cl/scielo.php?script=sci_arttext&pid=S0717-97072011000100021
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spelling oai:scielo:S0717-970720110001000212011-06-17SOLVENT-FREE MICROWAVE MICHAEL ADDITION OF ISATIN AND ANILINE SCHIFF BASE OF ISATIN TO α,β-UNSATURATED ESTERSIMANZADEH,GHOLAMHASSANAGHAALIZADEH,TOORANZAMANLOO,MOHAMMADREZAMANSOORI,YAGOUB Aza-Michael addition Microwave Isatin Isatin Schiff base α,β-unsaturated Esters The rapid, simple, microwave-assisted Michael addition of isatin and aniline Schiff base of isatin to a wide variety of alkyl and aryl acrylates in the presence of, tetrabutylammonium bromide (TBAB) and 1,4-diazabicyclo[2.2.2]octane (DABCO), under solvent-free conditions, is presented. Under these conditions the addition of isatin to some of alkyl and aryl acrylates afford both related Baylis-Hillman adducts as minor products and the corresponding Michael adducts as major products. Addition of isatin to ethyl acrylate leads to produce Baylis-Hillman/Michael adduct in good yield. This system dose not work on Michael acceptors of methyl acrylate and methyl methacrylate.info:eu-repo/semantics/openAccessSociedad Chilena de QuímicaJournal of the Chilean Chemical Society v.56 n.1 20112011-01-01text/htmlhttp://www.scielo.cl/scielo.php?script=sci_arttext&pid=S0717-97072011000100021en10.4067/S0717-97072011000100021
institution Scielo Chile
collection Scielo Chile
language English
topic Aza-Michael addition
Microwave
Isatin
Isatin Schiff base
α,β-unsaturated Esters
spellingShingle Aza-Michael addition
Microwave
Isatin
Isatin Schiff base
α,β-unsaturated Esters
IMANZADEH,GHOLAMHASSAN
AGHAALIZADEH,TOORAN
ZAMANLOO,MOHAMMADREZA
MANSOORI,YAGOUB
SOLVENT-FREE MICROWAVE MICHAEL ADDITION OF ISATIN AND ANILINE SCHIFF BASE OF ISATIN TO α,β-UNSATURATED ESTERS
description The rapid, simple, microwave-assisted Michael addition of isatin and aniline Schiff base of isatin to a wide variety of alkyl and aryl acrylates in the presence of, tetrabutylammonium bromide (TBAB) and 1,4-diazabicyclo[2.2.2]octane (DABCO), under solvent-free conditions, is presented. Under these conditions the addition of isatin to some of alkyl and aryl acrylates afford both related Baylis-Hillman adducts as minor products and the corresponding Michael adducts as major products. Addition of isatin to ethyl acrylate leads to produce Baylis-Hillman/Michael adduct in good yield. This system dose not work on Michael acceptors of methyl acrylate and methyl methacrylate.
author IMANZADEH,GHOLAMHASSAN
AGHAALIZADEH,TOORAN
ZAMANLOO,MOHAMMADREZA
MANSOORI,YAGOUB
author_facet IMANZADEH,GHOLAMHASSAN
AGHAALIZADEH,TOORAN
ZAMANLOO,MOHAMMADREZA
MANSOORI,YAGOUB
author_sort IMANZADEH,GHOLAMHASSAN
title SOLVENT-FREE MICROWAVE MICHAEL ADDITION OF ISATIN AND ANILINE SCHIFF BASE OF ISATIN TO α,β-UNSATURATED ESTERS
title_short SOLVENT-FREE MICROWAVE MICHAEL ADDITION OF ISATIN AND ANILINE SCHIFF BASE OF ISATIN TO α,β-UNSATURATED ESTERS
title_full SOLVENT-FREE MICROWAVE MICHAEL ADDITION OF ISATIN AND ANILINE SCHIFF BASE OF ISATIN TO α,β-UNSATURATED ESTERS
title_fullStr SOLVENT-FREE MICROWAVE MICHAEL ADDITION OF ISATIN AND ANILINE SCHIFF BASE OF ISATIN TO α,β-UNSATURATED ESTERS
title_full_unstemmed SOLVENT-FREE MICROWAVE MICHAEL ADDITION OF ISATIN AND ANILINE SCHIFF BASE OF ISATIN TO α,β-UNSATURATED ESTERS
title_sort solvent-free microwave michael addition of isatin and aniline schiff base of isatin to α,β-unsaturated esters
publisher Sociedad Chilena de Química
publishDate 2011
url http://www.scielo.cl/scielo.php?script=sci_arttext&pid=S0717-97072011000100021
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AT zamanloomohammadreza solventfreemicrowavemichaeladditionofisatinandanilineschiffbaseofisatinto945946unsaturatedesters
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