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Photocatalytic Regioselective [2 + 2 + 1] Radical Annulation of Alkenes with tert-Butyl Nitrite and gem-Dihalides.

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A visible-light photocatalytic regioselective [2 + 2 + 1] radical annulation reaction of alkenes, tert-butyl nitrite, and gem-dihalides has been developed. The protocol provides an efficient and practical approach to… Click to show full abstract

A visible-light photocatalytic regioselective [2 + 2 + 1] radical annulation reaction of alkenes, tert-butyl nitrite, and gem-dihalides has been developed. The protocol provides an efficient and practical approach to obtain isoxazolines in good yields under mild conditions. Significantly, gem-dihalides serve as C1 synthons, while cheap tert-butyl nitrite acts as an ideal "N-O" synthon.

Keywords: gem dihalides; butyl nitrite; radical annulation; photocatalytic regioselective; tert butyl; regioselective radical

Journal Title: Organic letters
Year Published: 2022

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