Journal
ORGANIC LETTERS
Volume 19, Issue 2, Pages 368-371Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.6b03545
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Funding
- NIH [GM098886, 1S10 OD020022-1]
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The incorporation of an easily oxidized arylsulfide moiety facilitates the photocatalytic generation of alkene radical cations that undergo a variety of cycloaddition reactions with electron-rich reaction partners. The sulfide moiety can subsequently be reductively cleaved in a traceless fashion, affording products that are not otherwise directly accessible using photoredox catalysis. This approach constitutes a novel oxidative redox auxiliary strategy that offers a practical means to circumvent a fundamental thermodynamic limitation facing photoredox reactions.
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