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Synthesis of Pyrimidine- and Quinazoline-Fused Benzimidazole-4,7-diones Using Combinatorial Cyclocondensation and Oxidation
[Image: see text] β-Bromo-α,β-unsaturated aldehydes and 2-bromobenzaldehydes react with 4,7-dimethoxy-1H-benzo[d]imidazole-2-amine by microwave irradiation in dimethylformamide in the presence of a base to give the corresponding dimethoxy-substituted benzo[4,5]imidazo[1,2-a]pyrimidines and benzo[4,5...
Autores principales: | , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
American Chemical Society
2018
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Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6643376/ https://www.ncbi.nlm.nih.gov/pubmed/31458351 http://dx.doi.org/10.1021/acsomega.8b02755 |
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author | Kim, Dong Young Quang Dao, Pham Duy Cho, Chan Sik |
author_facet | Kim, Dong Young Quang Dao, Pham Duy Cho, Chan Sik |
author_sort | Kim, Dong Young |
collection | PubMed |
description | [Image: see text] β-Bromo-α,β-unsaturated aldehydes and 2-bromobenzaldehydes react with 4,7-dimethoxy-1H-benzo[d]imidazole-2-amine by microwave irradiation in dimethylformamide in the presence of a base to give the corresponding dimethoxy-substituted benzo[4,5]imidazo[1,2-a]pyrimidines and benzo[4,5]imidazo[1,2-a]quinazolines, respectively, in moderate to good yields. Oxidation of such N-fused hybrid scaffolds by aqueous ceric ammonium nitrate affords pyrimidine- and quinazoline-fused benzimidazole-4,7-diones in high yields. |
format | Online Article Text |
id | pubmed-6643376 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2018 |
publisher | American Chemical Society |
record_format | MEDLINE/PubMed |
spelling | pubmed-66433762019-08-27 Synthesis of Pyrimidine- and Quinazoline-Fused Benzimidazole-4,7-diones Using Combinatorial Cyclocondensation and Oxidation Kim, Dong Young Quang Dao, Pham Duy Cho, Chan Sik ACS Omega [Image: see text] β-Bromo-α,β-unsaturated aldehydes and 2-bromobenzaldehydes react with 4,7-dimethoxy-1H-benzo[d]imidazole-2-amine by microwave irradiation in dimethylformamide in the presence of a base to give the corresponding dimethoxy-substituted benzo[4,5]imidazo[1,2-a]pyrimidines and benzo[4,5]imidazo[1,2-a]quinazolines, respectively, in moderate to good yields. Oxidation of such N-fused hybrid scaffolds by aqueous ceric ammonium nitrate affords pyrimidine- and quinazoline-fused benzimidazole-4,7-diones in high yields. American Chemical Society 2018-12-17 /pmc/articles/PMC6643376/ /pubmed/31458351 http://dx.doi.org/10.1021/acsomega.8b02755 Text en Copyright © 2018 American Chemical Society This is an open access article published under an ACS AuthorChoice License (http://pubs.acs.org/page/policy/authorchoice_termsofuse.html) , which permits copying and redistribution of the article or any adaptations for non-commercial purposes. |
spellingShingle | Kim, Dong Young Quang Dao, Pham Duy Cho, Chan Sik Synthesis of Pyrimidine- and Quinazoline-Fused Benzimidazole-4,7-diones Using Combinatorial Cyclocondensation and Oxidation |
title | Synthesis of Pyrimidine- and Quinazoline-Fused Benzimidazole-4,7-diones
Using Combinatorial Cyclocondensation and Oxidation |
title_full | Synthesis of Pyrimidine- and Quinazoline-Fused Benzimidazole-4,7-diones
Using Combinatorial Cyclocondensation and Oxidation |
title_fullStr | Synthesis of Pyrimidine- and Quinazoline-Fused Benzimidazole-4,7-diones
Using Combinatorial Cyclocondensation and Oxidation |
title_full_unstemmed | Synthesis of Pyrimidine- and Quinazoline-Fused Benzimidazole-4,7-diones
Using Combinatorial Cyclocondensation and Oxidation |
title_short | Synthesis of Pyrimidine- and Quinazoline-Fused Benzimidazole-4,7-diones
Using Combinatorial Cyclocondensation and Oxidation |
title_sort | synthesis of pyrimidine- and quinazoline-fused benzimidazole-4,7-diones
using combinatorial cyclocondensation and oxidation |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6643376/ https://www.ncbi.nlm.nih.gov/pubmed/31458351 http://dx.doi.org/10.1021/acsomega.8b02755 |
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