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Molybdenum(V)-mediated switching of the C(sp2)-Se bond of phenylselenyl-functionalized arenes or heterocycles under mild conditions.

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Molybdenum(V)-mediated cleavage of C(sp2)-Se bond and C(sp2)-H bond as well as intramolecular oxidative C(sp2)-Se coupling reaction of phenylselenyl-functionalized arenes or heterocycles has been developed. Three kinds of benzoselenophene frameworks were… Click to show full abstract

Molybdenum(V)-mediated cleavage of C(sp2)-Se bond and C(sp2)-H bond as well as intramolecular oxidative C(sp2)-Se coupling reaction of phenylselenyl-functionalized arenes or heterocycles has been developed. Three kinds of benzoselenophene frameworks were constructed through this reaction with yields up to 94%. This new C(sp2)-Se bond-switching methodology may provide a new strategy for interesting applications of phenylselenyl-substituted aromatic compounds in the synthesis of selenium-containing heterocycles and natural products.

Keywords: arenes heterocycles; functionalized arenes; sp2 bond; phenylselenyl functionalized; molybdenum mediated; bond

Journal Title: Chemical communications
Year Published: 2023

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