<i>N</i>-Iodosuccinimide as a Precatalyst for C–N Bond-Forming Reactions from Alcohols under Mild Reaction Conditions
We report an efficient and selective methodology for the direct cross-coupling of alcohols with <i>N</i>-nucleophiles mediated by <i>N</i>-iodosuccinimide (NIS) as the non-metal, commercially available, low-cost, and most effective precatalyst among the <i>N</i>-h...
| Main Authors: | , |
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| Format: | Article |
| Language: | English |
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MDPI AG
2022-11-01
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| Series: | Catalysts |
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| Online Access: | https://www.mdpi.com/2073-4344/12/11/1368 |
| _version_ | 1797468791559421952 |
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| author | Njomza Ajvazi Stojan Stavber |
| author_facet | Njomza Ajvazi Stojan Stavber |
| author_sort | Njomza Ajvazi |
| collection | DOAJ |
| description | We report an efficient and selective methodology for the direct cross-coupling of alcohols with <i>N</i>-nucleophiles mediated by <i>N</i>-iodosuccinimide (NIS) as the non-metal, commercially available, low-cost, and most effective precatalyst among the <i>N</i>-halosuccinimides (NXSs) under mild reaction conditions enhancing the green chemical profiles of these reactions. The scale-up procedure was accomplished with almost quantitative yield, verifying the presented method’s synthetic applicability and potential for industrial application. |
| first_indexed | 2024-03-09T19:12:24Z |
| format | Article |
| id | doaj.art-98cf177833a1457b97526e511e791793 |
| institution | Directory Open Access Journal |
| issn | 2073-4344 |
| language | English |
| last_indexed | 2024-03-09T19:12:24Z |
| publishDate | 2022-11-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Catalysts |
| spelling | doaj.art-98cf177833a1457b97526e511e7917932023-11-24T04:06:18ZengMDPI AGCatalysts2073-43442022-11-011211136810.3390/catal12111368<i>N</i>-Iodosuccinimide as a Precatalyst for C–N Bond-Forming Reactions from Alcohols under Mild Reaction ConditionsNjomza Ajvazi0Stojan Stavber1Department of Physical and Organic Chemistry, Jožef Stefan International Postgraduate School, Jamova 39, 1000 Ljubljana, SloveniaDepartment of Physical and Organic Chemistry, Jožef Stefan International Postgraduate School, Jamova 39, 1000 Ljubljana, SloveniaWe report an efficient and selective methodology for the direct cross-coupling of alcohols with <i>N</i>-nucleophiles mediated by <i>N</i>-iodosuccinimide (NIS) as the non-metal, commercially available, low-cost, and most effective precatalyst among the <i>N</i>-halosuccinimides (NXSs) under mild reaction conditions enhancing the green chemical profiles of these reactions. The scale-up procedure was accomplished with almost quantitative yield, verifying the presented method’s synthetic applicability and potential for industrial application.https://www.mdpi.com/2073-4344/12/11/1368alcohols<i>N</i>-iodosuccinimidecross-couplingC–N bond formationgreen chemistry |
| spellingShingle | Njomza Ajvazi Stojan Stavber <i>N</i>-Iodosuccinimide as a Precatalyst for C–N Bond-Forming Reactions from Alcohols under Mild Reaction Conditions Catalysts alcohols <i>N</i>-iodosuccinimide cross-coupling C–N bond formation green chemistry |
| title | <i>N</i>-Iodosuccinimide as a Precatalyst for C–N Bond-Forming Reactions from Alcohols under Mild Reaction Conditions |
| title_full | <i>N</i>-Iodosuccinimide as a Precatalyst for C–N Bond-Forming Reactions from Alcohols under Mild Reaction Conditions |
| title_fullStr | <i>N</i>-Iodosuccinimide as a Precatalyst for C–N Bond-Forming Reactions from Alcohols under Mild Reaction Conditions |
| title_full_unstemmed | <i>N</i>-Iodosuccinimide as a Precatalyst for C–N Bond-Forming Reactions from Alcohols under Mild Reaction Conditions |
| title_short | <i>N</i>-Iodosuccinimide as a Precatalyst for C–N Bond-Forming Reactions from Alcohols under Mild Reaction Conditions |
| title_sort | i n i iodosuccinimide as a precatalyst for c n bond forming reactions from alcohols under mild reaction conditions |
| topic | alcohols <i>N</i>-iodosuccinimide cross-coupling C–N bond formation green chemistry |
| url | https://www.mdpi.com/2073-4344/12/11/1368 |
| work_keys_str_mv | AT njomzaajvazi iniiodosuccinimideasaprecatalystforcnbondformingreactionsfromalcoholsundermildreactionconditions AT stojanstavber iniiodosuccinimideasaprecatalystforcnbondformingreactionsfromalcoholsundermildreactionconditions |