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September 12, 2025The Journal of Organic Chemistry9 citations

Modular Synthesis of Fully Substituted 5-Allyl-Triazoles via a Copper(I)-Catalyzed Interrupted Click/Allylation Cascade Reaction

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WWWeiguo WangQufu Normal UniversityJWJingyu WangHenan UniversityZXZhenghu XuTianjin University of Traditional Chinese Medicine

Key Points

  • High yields of fully substituted 5-allyl-triazoles were achieved using a simple reaction process.
  • The method involves the formation of C(sp2)-C(sp3) bonds under mild conditions, ensuring regioselectivity.
  • The reaction effectively utilizes alkynes, azides, and allyl bromides in a cascade approach.
  • This strategy provides a robust route for generating complex triazole compounds relevant in various applications.

Abstract

A series of fully substituted 5-allyl-1,2,3-triazoles was prepared via a copper(I)-catalyzed click/allylation cascade reaction of various alkynes, azides, and allyl bromides. The key step in this process is the interception of the in situ-formed cuprate-triazole intermediate with allyl bromide. Furthermore, this reaction offers an effective strategy for the generation of fully substituted triazoles, involving the formation of C(sp2)-C(sp3) bonds in high yields with complete regioselectivity under mild reaction conditions.

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Cite This Study

Wang et al. (2025) studied this question.

synapsesocial.com/papers/68d44a3731b076d99fa5373dhttps://doi.org/10.1021/acs.joc.5c01758
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  5. 5Copper(I)-catalyzed interrupted click/radical relay: A four-component modular synthesis of triazole sulfones2023 · 18 citations