Regioselective Nickel-Catalyzed Hydrotrifluoroalkylation of Alkynes to Construct Trisubstituted Allylic Trifluoromethyl Alkenes

Introducing fluorine atoms or fluorine-containing groups into drug molecules has become a common approach in drug design, with the incorporation of trifluoromethyl groups as a focal point of research in the field of organic fluorochemistry. Here, we describe a nickel-catalyzed hydrotrifluoromethylation of internal alkynes with trifluoromethyl alkyl bromides to synthesize a series of highly regioselective trifluoromethyl allyl trisubstituted alkenes. This reaction is characterized by mild conditions and broad functional-group tolerance, providing an efficient and practical approach to synthesize trifluoromethyl allyl trisubstituted alkenes.

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Publication Details

Journal
Organic Letters
Published
2025-04-01
DOI
https://doi.org/10.1021/acs.orglett.5c00980
Citations
4
Primary Topic
Fluorine in Organic Chemistry
Type
article
Field-Weighted Citation Impact
3.16

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article

Regioselective Nickel-Catalyzed Hydrotrifluoroalkylation of Alkynes to Construct Trisubstituted Allylic Trifluoromethyl Alkenes

Peng Liu, Ya-Wen Zuo, Xi‐Sheng Wang, Ruo‐Xing Jin et al.
4 citations
Organic Letters
Fluorine in Organic Chemistry
3.16
article

Regioselective Nickel-Catalyzed Hydrotrifluoroalkylation of Alkynes to Construct Trisubstituted Allylic Trifluoromethyl Alkenes

Peng Liu, Ya-Wen Zuo, Xi‐Sheng Wang, Ruo‐Xing Jin, Qian Gao, Qingqing Zhang, Quan Lan
article en
4 citations

Abstract

Introducing fluorine atoms or fluorine-containing groups into drug molecules has become a common approach in drug design, with the incorporation of trifluoromethyl groups as a focal point of research in the field of organic fluorochemistry. Here, we describe a nickel-catalyzed hydrotrifluoromethylation of internal alkynes with trifluoromethyl alkyl bromides to synthesize a series of highly regioselective trifluoromethyl allyl trisubstituted alkenes. This reaction is characterized by mild conditions and broad functional-group tolerance, providing an efficient and practical approach to synthesize trifluoromethyl allyl trisubstituted alkenes.

Organic LettersVol. 27(14)
University of Science and Technology of China (CN), Guizhou University (CN)
National Natural Science Foundation of China, National Key Research and Development Program of China
Openalex Percentile: Top 9%
Fluorine in Organic Chemistry
3.16
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