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Article Abstract

The photolytic radical-induced vicinal azidooxygenation of synthetically important and diverse functionalized substrates including unactivated alkenes is reported. The photoredox-catalyst/additive-free protocol enables intermolecular oxyazidation by simultaneously incorporating two new functionalities; and across the double bond in a selective manner. Mechanistic investigations reveal the intermediacy of the azidyl radical facilitated the photolysis of λ-azidoiodane species and cascade proceeding to generate an active carbon-centered radical. The late-stage transformations of azido- and oxy-moieties were amply highlighted by assembling high-value drug analogs and bioactive skeletons.

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http://www.ncbi.nlm.nih.gov/pmc/articles/PMC8515593PMC
http://dx.doi.org/10.1021/acsomega.1c03991DOI Listing

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