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A novel and facile synthesis of 3-(2-benzofuroyl)- and 3,6-bis(2-benzofuroyl)carbazole derivatives

A facile synthesis of hitherto unreported 3-(2-benzofuroyl)carbazoles 3a–k, 3,6-bis(2-benzofuroyl)carbazoles 5a–k, and naphtho[2,1-b]furoylcarbazoles 3l and 5l is described. The synthesis mainly relies on the ultrasound-assisted Rap–Stoermer reaction of 3-chloroacetyl- (1) or 3,6-dichloroacetyl-9-et...

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Detalles Bibliográficos
Autores principales: Gao, Wentao, Zheng, Meiru, Li, Yang
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Beilstein-Institut 2011
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3252855/
https://www.ncbi.nlm.nih.gov/pubmed/22238529
http://dx.doi.org/10.3762/bjoc.7.180
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author Gao, Wentao
Zheng, Meiru
Li, Yang
author_facet Gao, Wentao
Zheng, Meiru
Li, Yang
author_sort Gao, Wentao
collection PubMed
description A facile synthesis of hitherto unreported 3-(2-benzofuroyl)carbazoles 3a–k, 3,6-bis(2-benzofuroyl)carbazoles 5a–k, and naphtho[2,1-b]furoylcarbazoles 3l and 5l is described. The synthesis mainly relies on the ultrasound-assisted Rap–Stoermer reaction of 3-chloroacetyl- (1) or 3,6-dichloroacetyl-9-ethyl-9H-carbazole (4) with various salicylaldehydes 2a–k as well as 2-hydroxy-1-naphthaldehyde (2l) in CH(3)CN with the presence of PEG-400 as catalyst. The procedure offers easy access to benzofuroylcarbazoles in short reaction times and the products are obtained in moderate to good yields.
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spelling pubmed-32528552012-01-11 A novel and facile synthesis of 3-(2-benzofuroyl)- and 3,6-bis(2-benzofuroyl)carbazole derivatives Gao, Wentao Zheng, Meiru Li, Yang Beilstein J Org Chem Full Research Paper A facile synthesis of hitherto unreported 3-(2-benzofuroyl)carbazoles 3a–k, 3,6-bis(2-benzofuroyl)carbazoles 5a–k, and naphtho[2,1-b]furoylcarbazoles 3l and 5l is described. The synthesis mainly relies on the ultrasound-assisted Rap–Stoermer reaction of 3-chloroacetyl- (1) or 3,6-dichloroacetyl-9-ethyl-9H-carbazole (4) with various salicylaldehydes 2a–k as well as 2-hydroxy-1-naphthaldehyde (2l) in CH(3)CN with the presence of PEG-400 as catalyst. The procedure offers easy access to benzofuroylcarbazoles in short reaction times and the products are obtained in moderate to good yields. Beilstein-Institut 2011-11-17 /pmc/articles/PMC3252855/ /pubmed/22238529 http://dx.doi.org/10.3762/bjoc.7.180 Text en Copyright © 2011, Gao et al. https://creativecommons.org/licenses/by/2.0https://www.beilstein-journals.org/bjoc/termsThis is an Open Access article under the terms of the Creative Commons Attribution License (https://creativecommons.org/licenses/by/2.0), which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. The license is subject to the Beilstein Journal of Organic Chemistry terms and conditions: (https://www.beilstein-journals.org/bjoc/terms)
spellingShingle Full Research Paper
Gao, Wentao
Zheng, Meiru
Li, Yang
A novel and facile synthesis of 3-(2-benzofuroyl)- and 3,6-bis(2-benzofuroyl)carbazole derivatives
title A novel and facile synthesis of 3-(2-benzofuroyl)- and 3,6-bis(2-benzofuroyl)carbazole derivatives
title_full A novel and facile synthesis of 3-(2-benzofuroyl)- and 3,6-bis(2-benzofuroyl)carbazole derivatives
title_fullStr A novel and facile synthesis of 3-(2-benzofuroyl)- and 3,6-bis(2-benzofuroyl)carbazole derivatives
title_full_unstemmed A novel and facile synthesis of 3-(2-benzofuroyl)- and 3,6-bis(2-benzofuroyl)carbazole derivatives
title_short A novel and facile synthesis of 3-(2-benzofuroyl)- and 3,6-bis(2-benzofuroyl)carbazole derivatives
title_sort novel and facile synthesis of 3-(2-benzofuroyl)- and 3,6-bis(2-benzofuroyl)carbazole derivatives
topic Full Research Paper
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3252855/
https://www.ncbi.nlm.nih.gov/pubmed/22238529
http://dx.doi.org/10.3762/bjoc.7.180
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