Cargando…
Silica sulfuric acid: a reusable solid catalyst for one pot synthesis of densely substituted pyrrole-fused isocoumarins under solvent-free conditions
A convenient and efficient methodology for the synthesis of densely substituted pyrrole-fused isocoumarins, which employs solid-supported silica sulfuric acid (SSA) as catalyst, has been developed. When the mixture of ninhydrin adducts of acetylacetone/ethyl acetoacetate and primary amines was heate...
Autores principales: | , , |
---|---|
Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
Beilstein-Institut
2013
|
Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3869253/ https://www.ncbi.nlm.nih.gov/pubmed/24367398 http://dx.doi.org/10.3762/bjoc.9.269 |
_version_ | 1782296543714344960 |
---|---|
author | Pathak, Sudipta Debnath, Kamalesh Pramanik, Animesh |
author_facet | Pathak, Sudipta Debnath, Kamalesh Pramanik, Animesh |
author_sort | Pathak, Sudipta |
collection | PubMed |
description | A convenient and efficient methodology for the synthesis of densely substituted pyrrole-fused isocoumarins, which employs solid-supported silica sulfuric acid (SSA) as catalyst, has been developed. When the mixture of ninhydrin adducts of acetylacetone/ethyl acetoacetate and primary amines was heated on the solid surface of SSA under solvent-free conditions, the pyrrole-fused isocoumarins were formed in good yields. This synthetic method has several advantages such as the employment of solvent-free reaction conditions without the use of any toxic reagents and metal catalysts, the ease of product isolation, the use of a recyclable catalyst, the low cost, the easy availability of the starting materials, and the excellent yields of products. |
format | Online Article Text |
id | pubmed-3869253 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2013 |
publisher | Beilstein-Institut |
record_format | MEDLINE/PubMed |
spelling | pubmed-38692532013-12-23 Silica sulfuric acid: a reusable solid catalyst for one pot synthesis of densely substituted pyrrole-fused isocoumarins under solvent-free conditions Pathak, Sudipta Debnath, Kamalesh Pramanik, Animesh Beilstein J Org Chem Full Research Paper A convenient and efficient methodology for the synthesis of densely substituted pyrrole-fused isocoumarins, which employs solid-supported silica sulfuric acid (SSA) as catalyst, has been developed. When the mixture of ninhydrin adducts of acetylacetone/ethyl acetoacetate and primary amines was heated on the solid surface of SSA under solvent-free conditions, the pyrrole-fused isocoumarins were formed in good yields. This synthetic method has several advantages such as the employment of solvent-free reaction conditions without the use of any toxic reagents and metal catalysts, the ease of product isolation, the use of a recyclable catalyst, the low cost, the easy availability of the starting materials, and the excellent yields of products. Beilstein-Institut 2013-11-04 /pmc/articles/PMC3869253/ /pubmed/24367398 http://dx.doi.org/10.3762/bjoc.9.269 Text en Copyright © 2013, Pathak 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 Pathak, Sudipta Debnath, Kamalesh Pramanik, Animesh Silica sulfuric acid: a reusable solid catalyst for one pot synthesis of densely substituted pyrrole-fused isocoumarins under solvent-free conditions |
title | Silica sulfuric acid: a reusable solid catalyst for one pot synthesis of densely substituted pyrrole-fused isocoumarins under solvent-free conditions |
title_full | Silica sulfuric acid: a reusable solid catalyst for one pot synthesis of densely substituted pyrrole-fused isocoumarins under solvent-free conditions |
title_fullStr | Silica sulfuric acid: a reusable solid catalyst for one pot synthesis of densely substituted pyrrole-fused isocoumarins under solvent-free conditions |
title_full_unstemmed | Silica sulfuric acid: a reusable solid catalyst for one pot synthesis of densely substituted pyrrole-fused isocoumarins under solvent-free conditions |
title_short | Silica sulfuric acid: a reusable solid catalyst for one pot synthesis of densely substituted pyrrole-fused isocoumarins under solvent-free conditions |
title_sort | silica sulfuric acid: a reusable solid catalyst for one pot synthesis of densely substituted pyrrole-fused isocoumarins under solvent-free conditions |
topic | Full Research Paper |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3869253/ https://www.ncbi.nlm.nih.gov/pubmed/24367398 http://dx.doi.org/10.3762/bjoc.9.269 |
work_keys_str_mv | AT pathaksudipta silicasulfuricacidareusablesolidcatalystforonepotsynthesisofdenselysubstitutedpyrrolefusedisocoumarinsundersolventfreeconditions AT debnathkamalesh silicasulfuricacidareusablesolidcatalystforonepotsynthesisofdenselysubstitutedpyrrolefusedisocoumarinsundersolventfreeconditions AT pramanikanimesh silicasulfuricacidareusablesolidcatalystforonepotsynthesisofdenselysubstitutedpyrrolefusedisocoumarinsundersolventfreeconditions |