A facile and sustainable protocol to the preparation of aryl iodides using stable arenediazonium bis(trifluoromethylsulfonyl)imide salts via the telescopic process
The preparation of aryl iodides in a telescopic reaction using tert-butyl nitrite as a diazotization reagent and a mixture of bis(trifluoromethane) sulfonamide and glacial acetic acid as a mild acidic agent in ethanol followed by iododediazoniation with tetraethylammonium iodide in water was investi...
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| Format: | Article |
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Wiley
2018
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| _version_ | 1825721723065991168 |
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| author | Khaligh, Nader Ghaffari |
| author_facet | Khaligh, Nader Ghaffari |
| author_sort | Khaligh, Nader Ghaffari |
| collection | UM |
| description | The preparation of aryl iodides in a telescopic reaction using tert-butyl nitrite as a diazotization reagent and a mixture of bis(trifluoromethane) sulfonamide and glacial acetic acid as a mild acidic agent in ethanol followed by iododediazoniation with tetraethylammonium iodide in water was investigated. The current method has other advantages such as minimized waste by avoiding solvent for the purification of products in diazotization step, simple experimental procedure, and good yield of the sterically hindered aryl amines, metal and strong acid-free waste and environmentally benign conditions. The noteworthy features of this study are the preparation of stable arenediazonium bis(trifluoromethylsulfonyl)imide salts that can be used with no significant loss activity after 1 week and bis(trifluoromethane)sulfonamide was recovered in high yields from reactions. |
| first_indexed | 2024-03-06T05:54:42Z |
| format | Article |
| id | um.eprints-21640 |
| institution | Universiti Malaya |
| last_indexed | 2024-03-06T05:54:42Z |
| publishDate | 2018 |
| publisher | Wiley |
| record_format | dspace |
| spelling | um.eprints-216402019-07-16T08:17:16Z http://eprints.um.edu.my/21640/ A facile and sustainable protocol to the preparation of aryl iodides using stable arenediazonium bis(trifluoromethylsulfonyl)imide salts via the telescopic process Khaligh, Nader Ghaffari Q Science (General) QD Chemistry The preparation of aryl iodides in a telescopic reaction using tert-butyl nitrite as a diazotization reagent and a mixture of bis(trifluoromethane) sulfonamide and glacial acetic acid as a mild acidic agent in ethanol followed by iododediazoniation with tetraethylammonium iodide in water was investigated. The current method has other advantages such as minimized waste by avoiding solvent for the purification of products in diazotization step, simple experimental procedure, and good yield of the sterically hindered aryl amines, metal and strong acid-free waste and environmentally benign conditions. The noteworthy features of this study are the preparation of stable arenediazonium bis(trifluoromethylsulfonyl)imide salts that can be used with no significant loss activity after 1 week and bis(trifluoromethane)sulfonamide was recovered in high yields from reactions. Wiley 2018 Article PeerReviewed Khaligh, Nader Ghaffari (2018) A facile and sustainable protocol to the preparation of aryl iodides using stable arenediazonium bis(trifluoromethylsulfonyl)imide salts via the telescopic process. Heteroatom Chemistry, 29 (2). e21418. ISSN 1042-7163, DOI https://doi.org/10.1002/hc.21418 <https://doi.org/10.1002/hc.21418>. https://doi.org/10.1002/hc.21418 doi:10.1002/hc.21418 |
| spellingShingle | Q Science (General) QD Chemistry Khaligh, Nader Ghaffari A facile and sustainable protocol to the preparation of aryl iodides using stable arenediazonium bis(trifluoromethylsulfonyl)imide salts via the telescopic process |
| title | A facile and sustainable protocol to the preparation of aryl iodides using stable arenediazonium bis(trifluoromethylsulfonyl)imide salts via the telescopic process |
| title_full | A facile and sustainable protocol to the preparation of aryl iodides using stable arenediazonium bis(trifluoromethylsulfonyl)imide salts via the telescopic process |
| title_fullStr | A facile and sustainable protocol to the preparation of aryl iodides using stable arenediazonium bis(trifluoromethylsulfonyl)imide salts via the telescopic process |
| title_full_unstemmed | A facile and sustainable protocol to the preparation of aryl iodides using stable arenediazonium bis(trifluoromethylsulfonyl)imide salts via the telescopic process |
| title_short | A facile and sustainable protocol to the preparation of aryl iodides using stable arenediazonium bis(trifluoromethylsulfonyl)imide salts via the telescopic process |
| title_sort | facile and sustainable protocol to the preparation of aryl iodides using stable arenediazonium bis trifluoromethylsulfonyl imide salts via the telescopic process |
| topic | Q Science (General) QD Chemistry |
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