Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 86, Issue 1, Pages 1273-1280Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.0c02529
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Funding
- National Natural Science Foundation of China [21702179]
- Priority Academic Program Development of Jiangsu Higher Education Institutions
- Natural Science Foundation of the Jiangsu Higher Education Institutions of China [17KJB150042]
- Lvyangjinfeng Talent Program of Yangzhou
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This study describes a selenylative cyclization reaction using diselenides as radical sources, with visible light irradiation generating selenium atom radical to trigger radical addition/cyclization/selenation sequences. Both terminal alkyne and internal alkyne derived 1,6-enynes were suitable for the synthetic protocol, leading to good yields of various selenium-containing cycles.
We herein described a selenylative cyclization reaction of enynes by the utilization of diselenides as radical sources. The visible-light irradiation of the reaction mixture enables the generation of the selenium atom radical to trigger the radical addition/cyclization/selenation sequences. Both terminal alkyne and internal alkyne derived 1,6-enynes were tested and suitable for the current synthetic protocol, delivering various kinds of selenium-containing cycles in good yields.
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