SYNTHESIS AND BIOLOGICAL EVALUATION OF SPIRO[INDOLINE-3,4’-PYRANO[2,3-C:6,5-C’]DIPYRAZOL]- 2-ONES IN THE PRESENCE OF SBA-Pr-SO3H AS A NANOCATALYST
Sulfonic acid functionalized SBA-15 nanoporous material (SBA-Pr-SO3H) with a large pore size of 6 nm, a high surface area, high selectivity, and excellent chemical and thermal stability was applied as an efficient heterogeneous nanoporous acid catalyst in the reaction of isatin with pyrazolones unde...
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| Format: | Article |
| Language: | English |
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Sociedade Brasileira de Química
2015-11-01
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| Series: | Química Nova |
| Subjects: | |
| Online Access: | http://www.scielo.br/scielo.php?script=sci_arttext&pid=S0100-40422015000901167&lng=en&tlng=en |
| _version_ | 1818527420830973952 |
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| author | Ghodsi Mohammadi Ziarani Razieh Moradi Negar Lashgari Alireza Badiei Ali Abolhasani Soorki |
| author_facet | Ghodsi Mohammadi Ziarani Razieh Moradi Negar Lashgari Alireza Badiei Ali Abolhasani Soorki |
| author_sort | Ghodsi Mohammadi Ziarani |
| collection | DOAJ |
| description | Sulfonic acid functionalized SBA-15 nanoporous material (SBA-Pr-SO3H) with a large pore size of 6 nm, a high surface area, high selectivity, and excellent chemical and thermal stability was applied as an efficient heterogeneous nanoporous acid catalyst in the reaction of isatin with pyrazolones under mild reaction conditions. A novel class of symmetrical spiro[indoline-3,4'-pyrano[2,3-c:6,5-c']dipyrazol]-2-one derivatives was successfully obtained in high yields. Comparison of these results with those reported in the literature shows that the current method is efficient, and results in better reaction times and yields of the desired products. Other advantages of this new method are its operational simplicity, easy work-up procedure, and the use of SBA-Pr-SO3H as a reusable and environmentally benign nanoreactor, such that the reaction proceeds easily in its nanopores. We also tested the antimicrobial activity of the prepared compounds using the disc diffusion method, and some of the synthesized compounds exhibited the best results against B. subtilis and S. aureus. |
| first_indexed | 2024-12-11T06:35:57Z |
| format | Article |
| id | doaj.art-686bcb1064454a2da6b09dde072964c4 |
| institution | Directory Open Access Journal |
| issn | 1678-7064 |
| language | English |
| last_indexed | 2024-12-11T06:35:57Z |
| publishDate | 2015-11-01 |
| publisher | Sociedade Brasileira de Química |
| record_format | Article |
| series | Química Nova |
| spelling | doaj.art-686bcb1064454a2da6b09dde072964c42022-12-22T01:17:22ZengSociedade Brasileira de QuímicaQuímica Nova1678-70642015-11-013891167117110.5935/0100-4042.20150125S0100-40422015000901167SYNTHESIS AND BIOLOGICAL EVALUATION OF SPIRO[INDOLINE-3,4’-PYRANO[2,3-C:6,5-C’]DIPYRAZOL]- 2-ONES IN THE PRESENCE OF SBA-Pr-SO3H AS A NANOCATALYSTGhodsi Mohammadi ZiaraniRazieh MoradiNegar LashgariAlireza BadieiAli Abolhasani SoorkiSulfonic acid functionalized SBA-15 nanoporous material (SBA-Pr-SO3H) with a large pore size of 6 nm, a high surface area, high selectivity, and excellent chemical and thermal stability was applied as an efficient heterogeneous nanoporous acid catalyst in the reaction of isatin with pyrazolones under mild reaction conditions. A novel class of symmetrical spiro[indoline-3,4'-pyrano[2,3-c:6,5-c']dipyrazol]-2-one derivatives was successfully obtained in high yields. Comparison of these results with those reported in the literature shows that the current method is efficient, and results in better reaction times and yields of the desired products. Other advantages of this new method are its operational simplicity, easy work-up procedure, and the use of SBA-Pr-SO3H as a reusable and environmentally benign nanoreactor, such that the reaction proceeds easily in its nanopores. We also tested the antimicrobial activity of the prepared compounds using the disc diffusion method, and some of the synthesized compounds exhibited the best results against B. subtilis and S. aureus.http://www.scielo.br/scielo.php?script=sci_arttext&pid=S0100-40422015000901167&lng=en&tlng=enfunctionalized SBA-15spiro[indoline-3,4’-pyrano[2,3-c:6,5-c’]dipyrazol]-2-onesantimicrobial activitymulticomponent reactionnanocatalyst |
| spellingShingle | Ghodsi Mohammadi Ziarani Razieh Moradi Negar Lashgari Alireza Badiei Ali Abolhasani Soorki SYNTHESIS AND BIOLOGICAL EVALUATION OF SPIRO[INDOLINE-3,4’-PYRANO[2,3-C:6,5-C’]DIPYRAZOL]- 2-ONES IN THE PRESENCE OF SBA-Pr-SO3H AS A NANOCATALYST Química Nova functionalized SBA-15 spiro[indoline-3,4’-pyrano[2,3-c:6,5-c’]dipyrazol]-2-ones antimicrobial activity multicomponent reaction nanocatalyst |
| title | SYNTHESIS AND BIOLOGICAL EVALUATION OF SPIRO[INDOLINE-3,4’-PYRANO[2,3-C:6,5-C’]DIPYRAZOL]- 2-ONES IN THE PRESENCE OF SBA-Pr-SO3H AS A NANOCATALYST |
| title_full | SYNTHESIS AND BIOLOGICAL EVALUATION OF SPIRO[INDOLINE-3,4’-PYRANO[2,3-C:6,5-C’]DIPYRAZOL]- 2-ONES IN THE PRESENCE OF SBA-Pr-SO3H AS A NANOCATALYST |
| title_fullStr | SYNTHESIS AND BIOLOGICAL EVALUATION OF SPIRO[INDOLINE-3,4’-PYRANO[2,3-C:6,5-C’]DIPYRAZOL]- 2-ONES IN THE PRESENCE OF SBA-Pr-SO3H AS A NANOCATALYST |
| title_full_unstemmed | SYNTHESIS AND BIOLOGICAL EVALUATION OF SPIRO[INDOLINE-3,4’-PYRANO[2,3-C:6,5-C’]DIPYRAZOL]- 2-ONES IN THE PRESENCE OF SBA-Pr-SO3H AS A NANOCATALYST |
| title_short | SYNTHESIS AND BIOLOGICAL EVALUATION OF SPIRO[INDOLINE-3,4’-PYRANO[2,3-C:6,5-C’]DIPYRAZOL]- 2-ONES IN THE PRESENCE OF SBA-Pr-SO3H AS A NANOCATALYST |
| title_sort | synthesis and biological evaluation of spiro indoline 3 4 pyrano 2 3 c 6 5 c dipyrazol 2 ones in the presence of sba pr so3h as a nanocatalyst |
| topic | functionalized SBA-15 spiro[indoline-3,4’-pyrano[2,3-c:6,5-c’]dipyrazol]-2-ones antimicrobial activity multicomponent reaction nanocatalyst |
| url | http://www.scielo.br/scielo.php?script=sci_arttext&pid=S0100-40422015000901167&lng=en&tlng=en |
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