Journal
ORGANIC LETTERS
Volume 20, Issue 22, Pages 7220-7224Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.8b03147
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Funding
- NSFC [21572090, 21871123]
- Fundamental Research Funds for the Central Universities [lzujbky-2017-k05]
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Eosin Y, a common organo-photocatalyst in visible-light photoredox processes, was found to show excellent catalytic activities for thermal redox reactions under a catalytic amount of Cu(OAc)(2). With this catalytic system, vinyl azides and ketene silyl acetals combine to form formal [3 + 2] cycloadducts by alpha-ester radical addition without light irradiation. This method provides a mild and straightforward paradigm to prepare important synthons of five-membered ene-gamma-lactams and bridge ring lactams. It is the first example of an eosin Y-catalyzed redox reaction in the dark.
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