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April 23, 2026Organic Letters0 citations

Vinylsiloxanes as Alkenylating Agents in Nickel-Catalyzed Difunctionalization of Vinylarenes

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LSL SalamoneQTQihang TanGEGwilherm Evano

Key Points

  • The research aims to explore the use of vinylsiloxanes as alkenylating agents in nickel-catalyzed reactions without the need for directing groups.
  • Developed a nickel-catalyzed difunctionalization process for vinylarenes using vinylsiloxanes.
  • Utilized mild conditions and low catalyst loadings for the reaction.
  • Achieved minimal Z-isomerization in produced alkenes.
  • Successfully accessed regioselective and functionalized disubstituted alkenes.
  • Showed broad substrate scope and high stereospecificity in outcomes.
  • Established the role of vinylsiloxanes as effective alkenyl transfer partners.

Abstract

We report the first directing-group-free nickel-catalyzed difunctionalization of vinylarenes using bench-stable vinylsiloxanes as alkenylating agents. This mild, scalable and stereospecific method provides regioselective access to functionalized disubstituted alkenes with broad scope, low catalyst loadings, and minimal Z-isomerization, establishing vinylsiloxanes as versatile alkenyl transfer partners in multicomponent nickel catalysis.

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Cite This Study

Salamone et al. (2026) studied this question.

synapsesocial.com/papers/69e9baa885696592c86ecc77https://doi.org/10.1021/acs.orglett.6c01252
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