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AIBN initiated functionalization of the benzylic sp3 C H and C C bonds in the presence of dioxygen

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Abstract A sp3 C H bond functionalization and C C bond cleavage were realized by AIBN/O2 catalyst system, providing a series of benzophenones under mild reaction conditions. The mechanistic study… Click to show full abstract

Abstract A sp3 C H bond functionalization and C C bond cleavage were realized by AIBN/O2 catalyst system, providing a series of benzophenones under mild reaction conditions. The mechanistic study shows that a peroxide intermediate is involved in this transformation, and in the case of diphenylmethanes, the sp3 C C bond is cleaved through the peroxide rearrangement, which might provides a new way to cleave relatively strong C C bond and be applied to more general C C bond activation.

Keywords: functionalization benzylic; initiated functionalization; functionalization; aibn initiated; benzylic sp3; bond

Journal Title: Tetrahedron Letters
Year Published: 2021

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