PhI(OAc)2 mediated radical trifluoromethylation of vinyl azides with Me3SiCF3
The fluorine-containing organic motif is becoming privileged in pharmaceuticals, agrochemicals, and functional materials, owing to its unique properties such as electron-withdrawing character, metabolic stability, and lipophilicity. Described herein is the PhI(OAc)2-mediated radical trifluoromethyla...
| Main Authors: | , , |
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| Other Authors: | |
| Format: | Journal Article |
| Language: | English |
| Published: |
2014
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| Online Access: | https://hdl.handle.net/10356/103036 http://hdl.handle.net/10220/19137 |
| _version_ | 1826112155479441408 |
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| author | Wang, Yi-Feng Lonca, Geoffroy Hervé Chiba, Shunsuke |
| author2 | School of Physical and Mathematical Sciences |
| author_facet | School of Physical and Mathematical Sciences Wang, Yi-Feng Lonca, Geoffroy Hervé Chiba, Shunsuke |
| author_sort | Wang, Yi-Feng |
| collection | NTU |
| description | The fluorine-containing organic motif is becoming privileged in pharmaceuticals, agrochemicals, and functional materials, owing to its unique properties such as electron-withdrawing character, metabolic stability, and lipophilicity. Described herein is the PhI(OAc)2-mediated radical trifluoromethylation of vinyl azides with Me3SiCF3 to efficiently generate α-trifluoromethyl azines. The resulting α-trifluoromethyl azines were successfully transformed to valuable fluorine-containing molecules such as α-trifluoromethyl ketones, β-trifluoromethyl amines, 5-fluoropyrazoles, and trifluoroethyl isoquinolines. |
| first_indexed | 2024-10-01T03:02:40Z |
| format | Journal Article |
| id | ntu-10356/103036 |
| institution | Nanyang Technological University |
| language | English |
| last_indexed | 2024-10-01T03:02:40Z |
| publishDate | 2014 |
| record_format | dspace |
| spelling | ntu-10356/1030362020-03-07T12:34:43Z PhI(OAc)2 mediated radical trifluoromethylation of vinyl azides with Me3SiCF3 Wang, Yi-Feng Lonca, Geoffroy Hervé Chiba, Shunsuke School of Physical and Mathematical Sciences DRNTU::Science::Mathematics The fluorine-containing organic motif is becoming privileged in pharmaceuticals, agrochemicals, and functional materials, owing to its unique properties such as electron-withdrawing character, metabolic stability, and lipophilicity. Described herein is the PhI(OAc)2-mediated radical trifluoromethylation of vinyl azides with Me3SiCF3 to efficiently generate α-trifluoromethyl azines. The resulting α-trifluoromethyl azines were successfully transformed to valuable fluorine-containing molecules such as α-trifluoromethyl ketones, β-trifluoromethyl amines, 5-fluoropyrazoles, and trifluoroethyl isoquinolines. 2014-04-07T02:22:54Z 2019-12-06T21:04:16Z 2014-04-07T02:22:54Z 2019-12-06T21:04:16Z 2014 2014 Journal Article Wang, Y.-F., Lonca, G. H., & Chiba, S. (2014). PhI(OAc)2-Mediated Radical Trifluoromethylation of Vinyl Azides with Me3SiCF3. Angewandte Chemie International Edition, 53(4), 1067-1071. 1433-7851 https://hdl.handle.net/10356/103036 http://hdl.handle.net/10220/19137 10.1002/anie.201307846 en Angewandte chemie international edition © 2014 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim. |
| spellingShingle | DRNTU::Science::Mathematics Wang, Yi-Feng Lonca, Geoffroy Hervé Chiba, Shunsuke PhI(OAc)2 mediated radical trifluoromethylation of vinyl azides with Me3SiCF3 |
| title | PhI(OAc)2 mediated radical trifluoromethylation of vinyl azides with Me3SiCF3 |
| title_full | PhI(OAc)2 mediated radical trifluoromethylation of vinyl azides with Me3SiCF3 |
| title_fullStr | PhI(OAc)2 mediated radical trifluoromethylation of vinyl azides with Me3SiCF3 |
| title_full_unstemmed | PhI(OAc)2 mediated radical trifluoromethylation of vinyl azides with Me3SiCF3 |
| title_short | PhI(OAc)2 mediated radical trifluoromethylation of vinyl azides with Me3SiCF3 |
| title_sort | phi oac 2 mediated radical trifluoromethylation of vinyl azides with me3sicf3 |
| topic | DRNTU::Science::Mathematics |
| url | https://hdl.handle.net/10356/103036 http://hdl.handle.net/10220/19137 |
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