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Halogen-Bond-Promoted Double Radical Isocyanide Insertion under Visible-Light Irradiation: Synthesis of 2‑Fluoroalkylated Quinoxalines
Abstract
A halogen-bond-promoted double radical isocyanide insertion with perfluoroalkyl iodides is reported. With perfluoroalkyl iodides as halogen-bond donors and organic bases as halogen-bond acceptors, fluoroalkyl radicals can be generated by a visible-light-induced single electron transfer (SET) process. The fluoroalkyl radicals are trapped by <i>o</i>-diisocyanoarenes to give quinoxaline derivatives. This mechanistically novel strategy allows the construction of 2-fluoroalkylated 3-iodoquinoxalines in high yields under visible-light irradiation at room temperature- Dataset
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- irradiation
- Quinoxaline
- Fluoroalkylated
- perfluoroalkyl iodides
- visible-light-induced
- transfer
- mechanistically novel strategy
- visible-light
- Halogen-Bond-Promoted Double Radical Isocyanide Insertion
- donor
- halogen-bond-promoted
- Synthesi
- derivative
- insertion
- acceptor
- Irradiation
- diisocyanoarene
- electron
- fluoroalkyl radicals
- halogen-bond
- isocyanide
- yield
- Visible-Light
- 2- fluoroalkylated 3- iodoquinoxalines
- construction
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Last time updated on 12/02/2018
This paper was published in The Francis Crick Institute.
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