Polar-Effect-Directed\nControl in Site-Selectivity\nof Radical Substitution Enables C–H Perfluoroalkylation of\nCoumarins

A novel\nRu-catalyzed protocol for C-7 selective C–H trifluoromethylation\nof coumarins in the presence of light is presented. This reaction\nundergoes a radical type nucleophilic substitution instead of a radical\ntype electrophilic substitution owing to the benzocore activation\nas a result of lowering the lowest unoccupied molecular orbital (LUMO).

Publication Details

Journal
Figshare
Published
2024-09-26
DOI
https://doi.org/10.1021/acs.joc.4c01469.s001
Primary Topic
Mycorrhizal Fungi and Plant Interactions
Type
article
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0.00
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article

Polar-Effect-Directed\nControl in Site-Selectivity\nof Radical Substitution Enables C–H Perfluoroalkylation of\nCoumarins

Figshare
Mycorrhizal Fungi and Plant Interactions
article

Polar-Effect-Directed\nControl in Site-Selectivity\nof Radical Substitution Enables C–H Perfluoroalkylation of\nCoumarins

article en

Abstract

A novel\nRu-catalyzed protocol for C-7 selective C–H trifluoromethylation\nof coumarins in the presence of light is presented. This reaction\nundergoes a radical type nucleophilic substitution instead of a radical\ntype electrophilic substitution owing to the benzocore activation\nas a result of lowering the lowest unoccupied molecular orbital (LUMO).

Figshare
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Mycorrhizal Fungi and Plant Interactions
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Polar-Effect-Directed\nControl in Site-Selectivity\nof Radical Substitution Enables C–H Perfluoroalkylation of\nCoumarins · Figshare (2024) | TGRS Research Map | TGRS