Visible-light-induced trifluoromethylation of allylic alcohols

An organic photoredox-catalyzed dehydroxylative trifluoromethylation of allylic alcohols was developed in an environmentally benign manner. In this reaction, the readily available CF3SO2Na was selected as the trifluoromethylation reagent. The in situ generated byproduct SO2 was reutilized to activat...

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Main Authors: Li, Bowen, Zeng, Wubing, Wang, Lin, Geng, Zhishuai, Loh, Teck-Peng, Xie, Peizhong
Other Authors: School of Physical and Mathematical Sciences
Format: Article
Language:English
Published: 2022
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Online Access:https://hdl.handle.net/10356/160359
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Institution: Nanyang Technological University
Language: English
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spelling sg-ntu-dr.10356-1603592022-07-20T01:45:39Z Visible-light-induced trifluoromethylation of allylic alcohols Li, Bowen Zeng, Wubing Wang, Lin Geng, Zhishuai Loh, Teck-Peng Xie, Peizhong School of Physical and Mathematical Sciences Science::Chemistry Copper-Catalyzed Trifluoromethylation Alkenes An organic photoredox-catalyzed dehydroxylative trifluoromethylation of allylic alcohols was developed in an environmentally benign manner. In this reaction, the readily available CF3SO2Na was selected as the trifluoromethylation reagent. The in situ generated byproduct SO2 was reutilized to activate C-OH bond, which enabled this dehydroxylative trifluoromethylation to be performed conveniently. A variety of multifunctionalized CF3-allylic compounds were obtained in high yields and excellent stereoselectivity. We gratefully acknowledge financial support from the National Natural Science Foundation of China (21702108), the Natural Science Foundation of Jiangsu Province, China (BK20160977), and the Six Talent Peaks Project in Jiangsu Province (YY-033). 2022-07-20T01:45:39Z 2022-07-20T01:45:39Z 2021 Journal Article Li, B., Zeng, W., Wang, L., Geng, Z., Loh, T. & Xie, P. (2021). Visible-light-induced trifluoromethylation of allylic alcohols. Organic Letters, 23(13), 5235-5240. https://dx.doi.org/10.1021/acs.orglett.1c01767 1523-7060 https://hdl.handle.net/10356/160359 10.1021/acs.orglett.1c01767 34156254 2-s2.0-85110301148 13 23 5235 5240 en Organic Letters © 2021 American Chemical Society. All rights reserved.
institution Nanyang Technological University
building NTU Library
continent Asia
country Singapore
Singapore
content_provider NTU Library
collection DR-NTU
language English
topic Science::Chemistry
Copper-Catalyzed Trifluoromethylation
Alkenes
spellingShingle Science::Chemistry
Copper-Catalyzed Trifluoromethylation
Alkenes
Li, Bowen
Zeng, Wubing
Wang, Lin
Geng, Zhishuai
Loh, Teck-Peng
Xie, Peizhong
Visible-light-induced trifluoromethylation of allylic alcohols
description An organic photoredox-catalyzed dehydroxylative trifluoromethylation of allylic alcohols was developed in an environmentally benign manner. In this reaction, the readily available CF3SO2Na was selected as the trifluoromethylation reagent. The in situ generated byproduct SO2 was reutilized to activate C-OH bond, which enabled this dehydroxylative trifluoromethylation to be performed conveniently. A variety of multifunctionalized CF3-allylic compounds were obtained in high yields and excellent stereoselectivity.
author2 School of Physical and Mathematical Sciences
author_facet School of Physical and Mathematical Sciences
Li, Bowen
Zeng, Wubing
Wang, Lin
Geng, Zhishuai
Loh, Teck-Peng
Xie, Peizhong
format Article
author Li, Bowen
Zeng, Wubing
Wang, Lin
Geng, Zhishuai
Loh, Teck-Peng
Xie, Peizhong
author_sort Li, Bowen
title Visible-light-induced trifluoromethylation of allylic alcohols
title_short Visible-light-induced trifluoromethylation of allylic alcohols
title_full Visible-light-induced trifluoromethylation of allylic alcohols
title_fullStr Visible-light-induced trifluoromethylation of allylic alcohols
title_full_unstemmed Visible-light-induced trifluoromethylation of allylic alcohols
title_sort visible-light-induced trifluoromethylation of allylic alcohols
publishDate 2022
url https://hdl.handle.net/10356/160359
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