N-doped TiO2 nanotubes catalyzed solvent-free domino strategy for the synthesis of α-keto triazoles
The present work describes the catalytic activity of nitrogen-doped TiO2 nanotubes (NTNTs) for solvent-free domino synthesis of a series of α-ketotriazoles from methyl ketones, N,N-dimethylformamide dimethyl acetal (DMF-DMA) and tosyl azide. The reaction proceeds through the in situ enaminone format...
| Main Authors: | , , , , |
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| Format: | Article |
| Language: | English |
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Elsevier
2022-01-01
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| Series: | Results in Chemistry |
| Subjects: | |
| Online Access: | http://www.sciencedirect.com/science/article/pii/S2211715622000595 |
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| author | Venkata Divyasri Yadala Sultana Shaik Rama Mohana Reddy Sirigireddy Naveen Mulakayala Chinna Gangi Reddy Nallagondu |
| author_facet | Venkata Divyasri Yadala Sultana Shaik Rama Mohana Reddy Sirigireddy Naveen Mulakayala Chinna Gangi Reddy Nallagondu |
| author_sort | Venkata Divyasri Yadala |
| collection | DOAJ |
| description | The present work describes the catalytic activity of nitrogen-doped TiO2 nanotubes (NTNTs) for solvent-free domino synthesis of a series of α-ketotriazoles from methyl ketones, N,N-dimethylformamide dimethyl acetal (DMF-DMA) and tosyl azide. The reaction proceeds through the in situ enaminone formation from methyl ketones and DMF-DMA followed by reaction with tosyl azide via a 1,3-dipolar cycloaddition. To our delight, NTNTs exhibited high catalytic activity towards the solvent-free synthesis of α-ketotriazoles from methyl ketones, DMF-DMA and tosyl azide as compared to both commercially available TiO2 and TNTs. The present domino strategy has several advantages which include its large substrate scope, low NTNT-2 loading, shorter reaction times and high yields. Further, the obtained α-ketotriazoles does not require column purification and NTNT-2 is used again for 7 cycles without significant loss of activity. |
| first_indexed | 2024-04-11T12:53:31Z |
| format | Article |
| id | doaj.art-038b415c959b4694b2bfc1f03b35d7fa |
| institution | Directory Open Access Journal |
| issn | 2211-7156 |
| language | English |
| last_indexed | 2024-04-11T12:53:31Z |
| publishDate | 2022-01-01 |
| publisher | Elsevier |
| record_format | Article |
| series | Results in Chemistry |
| spelling | doaj.art-038b415c959b4694b2bfc1f03b35d7fa2022-12-22T04:23:08ZengElsevierResults in Chemistry2211-71562022-01-014100340N-doped TiO2 nanotubes catalyzed solvent-free domino strategy for the synthesis of α-keto triazolesVenkata Divyasri Yadala0Sultana Shaik1Rama Mohana Reddy Sirigireddy2Naveen Mulakayala3Chinna Gangi Reddy Nallagondu4Green and Sustainable Synthetic Organic Chemistry Laboratory, Department of Chemistry, Yogi Vemana University, Kadapa 516 005, Andhra Pradesh, IndiaGreen and Sustainable Synthetic Organic Chemistry Laboratory, Department of Chemistry, Yogi Vemana University, Kadapa 516 005, Andhra Pradesh, IndiaGreen and Sustainable Synthetic Organic Chemistry Laboratory, Department of Chemistry, Yogi Vemana University, Kadapa 516 005, Andhra Pradesh, IndiaSVAK Lifesciences, ALEAP Industrial Area, Pragathi Nagar, Hyderabad 500090, IndiaGreen and Sustainable Synthetic Organic Chemistry Laboratory, Department of Chemistry, Yogi Vemana University, Kadapa 516 005, Andhra Pradesh, India; Corresponding author.The present work describes the catalytic activity of nitrogen-doped TiO2 nanotubes (NTNTs) for solvent-free domino synthesis of a series of α-ketotriazoles from methyl ketones, N,N-dimethylformamide dimethyl acetal (DMF-DMA) and tosyl azide. The reaction proceeds through the in situ enaminone formation from methyl ketones and DMF-DMA followed by reaction with tosyl azide via a 1,3-dipolar cycloaddition. To our delight, NTNTs exhibited high catalytic activity towards the solvent-free synthesis of α-ketotriazoles from methyl ketones, DMF-DMA and tosyl azide as compared to both commercially available TiO2 and TNTs. The present domino strategy has several advantages which include its large substrate scope, low NTNT-2 loading, shorter reaction times and high yields. Further, the obtained α-ketotriazoles does not require column purification and NTNT-2 is used again for 7 cycles without significant loss of activity.http://www.sciencedirect.com/science/article/pii/S2211715622000595Methyl ketonesDMF-DMATosyl azideα-Keto triazolesNTNTsSolvent-free domino strategy |
| spellingShingle | Venkata Divyasri Yadala Sultana Shaik Rama Mohana Reddy Sirigireddy Naveen Mulakayala Chinna Gangi Reddy Nallagondu N-doped TiO2 nanotubes catalyzed solvent-free domino strategy for the synthesis of α-keto triazoles Results in Chemistry Methyl ketones DMF-DMA Tosyl azide α-Keto triazoles NTNTs Solvent-free domino strategy |
| title | N-doped TiO2 nanotubes catalyzed solvent-free domino strategy for the synthesis of α-keto triazoles |
| title_full | N-doped TiO2 nanotubes catalyzed solvent-free domino strategy for the synthesis of α-keto triazoles |
| title_fullStr | N-doped TiO2 nanotubes catalyzed solvent-free domino strategy for the synthesis of α-keto triazoles |
| title_full_unstemmed | N-doped TiO2 nanotubes catalyzed solvent-free domino strategy for the synthesis of α-keto triazoles |
| title_short | N-doped TiO2 nanotubes catalyzed solvent-free domino strategy for the synthesis of α-keto triazoles |
| title_sort | n doped tio2 nanotubes catalyzed solvent free domino strategy for the synthesis of α keto triazoles |
| topic | Methyl ketones DMF-DMA Tosyl azide α-Keto triazoles NTNTs Solvent-free domino strategy |
| url | http://www.sciencedirect.com/science/article/pii/S2211715622000595 |
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