Journal
ORGANIC LETTERS
Volume 23, Issue 20, Pages 7724-7729Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.1c02661
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Funding
- National Natural Science Foundation of China [22031008, 21761021, 21571094, 21861026]
- Science Foundation of Wuhan [2020010601012192]
- Ministry of Eduction
- King Abdulaziz University, Jeddah, Saudi Arabia
- [IFPIP 438-135-1442]
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A novel electrochemical radical selenylation reaction was reported for the transformation of alkenes and activated arenes without the need for external oxidants. This method successfully yielded a variety of selenoethers with potential applications in biological chemistry, showcasing regioselectivity and atom-economic features.
A novel electrochemical radical selenylation of alkenes and activated arenes without external oxidants is reported. The diselenide was fully transformed into Se-centered radicals through electrochemical Se-Se bond activation. Three-component radical carbonselenation was successfully realized using styrenes to trap the RSe radical. Besides, the direct coupling of RSe radicals with activated arenes was further developed. Using this atom-economic protocol, diversity of unsymmetric aryl-aryl, aryl-alkyl, and alkyl-alkyl selenoethers was obtained regioselectively, which has potential application in biological chemistry.
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