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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...
Autores principales: | , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
Beilstein-Institut
2011
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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. |
format | Online Article Text |
id | pubmed-3252855 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2011 |
publisher | Beilstein-Institut |
record_format | MEDLINE/PubMed |
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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