Visible-Light-Induced Trifluoromethylation of Allylic Alcohols

Bowen Li; Wubing Zeng; Lin Wang; Zhishuai Geng; Teck Peng Loh; Peizhong Xie

doi:10.1021/acs.orglett.1c01767

Visible-Light-Induced Trifluoromethylation of Allylic Alcohols

Bowen Li, Wubing Zeng, Lin Wang, Zhishuai Geng, Teck Peng Loh^*, Peizhong Xie^*

^*Corresponding author for this work

School of Material Science and Engineering

Research output: Contribution to journal › Article › peer-review

22 Citations (Scopus)

Abstract

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.

Original language	English
Pages (from-to)	5235-5240
Number of pages	6
Journal	Organic Letters
Volume	23
Issue number	13
DOIs	https://doi.org/10.1021/acs.orglett.1c01767
Publication status	Published - 2 Jul 2021

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Li, B., Zeng, W., Wang, L., Geng, Z., Loh, T. P., & Xie, P. (2021). Visible-Light-Induced Trifluoromethylation of Allylic Alcohols. Organic Letters, 23(13), 5235-5240. https://doi.org/10.1021/acs.orglett.1c01767

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abstract = "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.",

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AU - Li, Bowen

AU - Zeng, Wubing

AU - Wang, Lin

AU - Geng, Zhishuai

AU - Loh, Teck Peng

AU - Xie, Peizhong

PY - 2021/7/2

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N2 - 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.

AB - 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.

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VL - 23

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JO - Organic Letters

JF - Organic Letters

IS - 13

ER -

Visible-Light-Induced Trifluoromethylation of Allylic Alcohols

Abstract

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