Trifluoromethylations of (Hetero)arenes and Polarized Alkenes Using Trifluoroacetic Anhydride under Photoredox Catalysis

Trifluoromethylations of (Hetero)arenes and Polarized Alkenes Using Trifluoroacetic Anhydride under Photoredox Catalysis

A novel trifluoromethylation of (hetero)­arenes and polarized alkenes using simple trifluoroacetic anhydride (TFAA) as the low price CF3 source under photoredox catalysis was developed without using additives such as bases, hyperstoichiometric oxidant, or auxiliaries. The reaction showed excellent t...

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Veröffentlicht in:Organic letters 2023-04, Vol.25 (13), p.2372-2376
Hauptverfasser: Song, Yang, Zheng, Baihui, Yang, Shuo, Li, Yifei, Liu, Qun, Pan, Ling
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container_issue 13
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container_title Organic letters
container_volume 25
creator Song, Yang
Zheng, Baihui
Yang, Shuo
Li, Yifei
Liu, Qun
Pan, Ling
description A novel trifluoromethylation of (hetero)­arenes and polarized alkenes using simple trifluoroacetic anhydride (TFAA) as the low price CF3 source under photoredox catalysis was developed without using additives such as bases, hyperstoichiometric oxidant, or auxiliaries. The reaction showed excellent tolerance, including to some important natural products and prodrugs, even on the gram scale and extended to ketones. This simple protocol provides a practical utilization of TFAA. Several perfluoroalkylations and trifluoromethylation/cyclizations were successfully achieved under identical conditions.
doi_str_mv 10.1021/acs.orglett.3c00890
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title Trifluoromethylations of (Hetero)arenes and Polarized Alkenes Using Trifluoroacetic Anhydride under Photoredox Catalysis
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