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...

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Main Authors: Wang, Yi-Feng, Lonca, Geoffroy Hervé, Chiba, Shunsuke
Other Authors: School of Physical and Mathematical Sciences
Format: Article
Language:English
Published: 2014
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Online Access:https://hdl.handle.net/10356/103036
http://hdl.handle.net/10220/19137
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Institution: Nanyang Technological University
Language: English
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spelling sg-ntu-dr.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.
institution Nanyang Technological University
building NTU Library
country Singapore
collection DR-NTU
language English
topic DRNTU::Science::Mathematics
spellingShingle DRNTU::Science::Mathematics
Wang, Yi-Feng
Lonca, Geoffroy Hervé
Chiba, Shunsuke
PhI(OAc)2 mediated radical trifluoromethylation of vinyl azides with Me3SiCF3
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.
author2 School of Physical and Mathematical Sciences
author_facet School of Physical and Mathematical Sciences
Wang, Yi-Feng
Lonca, Geoffroy Hervé
Chiba, Shunsuke
format Article
author Wang, Yi-Feng
Lonca, Geoffroy Hervé
Chiba, Shunsuke
author_sort Wang, Yi-Feng
title 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_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_sort phi(oac)2 mediated radical trifluoromethylation of vinyl azides with me3sicf3
publishDate 2014
url https://hdl.handle.net/10356/103036
http://hdl.handle.net/10220/19137
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