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Synthesis of allylanilines via scandium-catalysed benzylic C(sp3)-H alkenylation with alkynes.

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The ortho-selective benzylic C(sp3)-H alkenylation of 2-methyl tertiary anilines with internal alkynes has been achieved for the first time by using a half-sandwich scandium catalyst. This protocol provides a straightforward… Click to show full abstract

The ortho-selective benzylic C(sp3)-H alkenylation of 2-methyl tertiary anilines with internal alkynes has been achieved for the first time by using a half-sandwich scandium catalyst. This protocol provides a straightforward route for the synthesis of a new family of 2-allylaniline derivatives, featuring broad substrate scope, 100% atom-efficiency, high yields, and high chemo-, regio-, and stereoselectivity.

Keywords: sp3 alkenylation; benzylic sp3; scandium; synthesis

Journal Title: Chemical communications
Year Published: 2022

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