4.7 Article

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

Journal

CHEMICAL COMMUNICATIONS
Volume 58, Issue 52, Pages 7257-7260

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/d2cc02489f

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Funding

  1. JSPS KAKENHI Grants [JP22K05135]
  2. JSPS

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The ortho-selective benzylic C(sp(3))-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.
The ortho-selective benzylic C(sp(3))-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.

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