ONE-POT SYNTHESIS OF POLYSUBSTITUTED IMIDAZOLES FROM ARYLALDEHYDES IN WATER CATALYZED BY NHC USING MICROWAVE IRRADIATION

A simple, high yielding synthesis of tri (3a-i) and tetrasubstituted (4a-g) imidazols from aldehydes is described. The cornerstone of this methodology involves the condensation of NH4OAc, substituted aldehydes, and benzoin, which is synthesized in situ from aldehydes catalyzed by N-heterocyclic carb...

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Autores principales: Wu,Lei, Jing,Xiaobi, Zhu,Hongxiang, Liu,Yinlil, Yan,Chaoguo
Lenguaje:English
Publicado: Sociedad Chilena de Química 2012
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Acceso en línea:http://www.scielo.cl/scielo.php?script=sci_arttext&pid=S0717-97072012000300002
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spelling oai:scielo:S0717-970720120003000022019-02-19ONE-POT SYNTHESIS OF POLYSUBSTITUTED IMIDAZOLES FROM ARYLALDEHYDES IN WATER CATALYZED BY NHC USING MICROWAVE IRRADIATIONWu,LeiJing,XiaobiZhu,HongxiangLiu,YinlilYan,Chaoguo Trisubstituted imidazoles tetrasubstituted imidazoles microwave irradiation Lepidilines B Trifenagrel N-heterocyclic carbine (NHC) A simple, high yielding synthesis of tri (3a-i) and tetrasubstituted (4a-g) imidazols from aldehydes is described. The cornerstone of this methodology involves the condensation of NH4OAc, substituted aldehydes, and benzoin, which is synthesized in situ from aldehydes catalyzed by N-heterocyclic carbine (NHC), under microwave irradiation in water to afford trisubstituted imidazoles (3a-i). If arylamine is added in the solution, tetrasubstituted imidazoles (4a-g) can be obtained. Lepidilines B and trifenagrel are also synthesized in high yield using this procedure. All the experiment deta are in agreement with the literature.info:eu-repo/semantics/openAccessSociedad Chilena de QuímicaJournal of the Chilean Chemical Society v.57 n.3 20122012-01-01text/htmlhttp://www.scielo.cl/scielo.php?script=sci_arttext&pid=S0717-97072012000300002en10.4067/S0717-97072012000300002
institution Scielo Chile
collection Scielo Chile
language English
topic Trisubstituted imidazoles
tetrasubstituted imidazoles
microwave irradiation
Lepidilines B
Trifenagrel
N-heterocyclic carbine (NHC)
spellingShingle Trisubstituted imidazoles
tetrasubstituted imidazoles
microwave irradiation
Lepidilines B
Trifenagrel
N-heterocyclic carbine (NHC)
Wu,Lei
Jing,Xiaobi
Zhu,Hongxiang
Liu,Yinlil
Yan,Chaoguo
ONE-POT SYNTHESIS OF POLYSUBSTITUTED IMIDAZOLES FROM ARYLALDEHYDES IN WATER CATALYZED BY NHC USING MICROWAVE IRRADIATION
description A simple, high yielding synthesis of tri (3a-i) and tetrasubstituted (4a-g) imidazols from aldehydes is described. The cornerstone of this methodology involves the condensation of NH4OAc, substituted aldehydes, and benzoin, which is synthesized in situ from aldehydes catalyzed by N-heterocyclic carbine (NHC), under microwave irradiation in water to afford trisubstituted imidazoles (3a-i). If arylamine is added in the solution, tetrasubstituted imidazoles (4a-g) can be obtained. Lepidilines B and trifenagrel are also synthesized in high yield using this procedure. All the experiment deta are in agreement with the literature.
author Wu,Lei
Jing,Xiaobi
Zhu,Hongxiang
Liu,Yinlil
Yan,Chaoguo
author_facet Wu,Lei
Jing,Xiaobi
Zhu,Hongxiang
Liu,Yinlil
Yan,Chaoguo
author_sort Wu,Lei
title ONE-POT SYNTHESIS OF POLYSUBSTITUTED IMIDAZOLES FROM ARYLALDEHYDES IN WATER CATALYZED BY NHC USING MICROWAVE IRRADIATION
title_short ONE-POT SYNTHESIS OF POLYSUBSTITUTED IMIDAZOLES FROM ARYLALDEHYDES IN WATER CATALYZED BY NHC USING MICROWAVE IRRADIATION
title_full ONE-POT SYNTHESIS OF POLYSUBSTITUTED IMIDAZOLES FROM ARYLALDEHYDES IN WATER CATALYZED BY NHC USING MICROWAVE IRRADIATION
title_fullStr ONE-POT SYNTHESIS OF POLYSUBSTITUTED IMIDAZOLES FROM ARYLALDEHYDES IN WATER CATALYZED BY NHC USING MICROWAVE IRRADIATION
title_full_unstemmed ONE-POT SYNTHESIS OF POLYSUBSTITUTED IMIDAZOLES FROM ARYLALDEHYDES IN WATER CATALYZED BY NHC USING MICROWAVE IRRADIATION
title_sort one-pot synthesis of polysubstituted imidazoles from arylaldehydes in water catalyzed by nhc using microwave irradiation
publisher Sociedad Chilena de Química
publishDate 2012
url http://www.scielo.cl/scielo.php?script=sci_arttext&pid=S0717-97072012000300002
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AT zhuhongxiang onepotsynthesisofpolysubstitutedimidazolesfromarylaldehydesinwatercatalyzedbynhcusingmicrowaveirradiation
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AT yanchaoguo onepotsynthesisofpolysubstitutedimidazolesfromarylaldehydesinwatercatalyzedbynhcusingmicrowaveirradiation
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