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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Sociedad Chilena de Química
2011
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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 |
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Scielo Chile |
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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 |
work_keys_str_mv |
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