Journal
ORGANIC LETTERS
Volume 18, Issue 18, Pages 4638-4641Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.6b02271
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Funding
- National Natural Science Foundation of China [21472084, 21672098, 21273102]
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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 o-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.
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