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April 3, 2026Asian Journal of Organic Chemistry2 citations

Modular Synthesis of Fully Substituted 5‐Thioureido‐Triazoles via Transition‐Metal‐Free KO t Bu‐Catalyzed Three‐Component Reaction

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WWWeiguo WangJWJingyu WangCQChunpeng Qiu

Key Points

  • The research aims to develop an efficient method for synthesizing fully substituted 5-thioureido-triazoles without transition metals.
  • Developed a three-component reaction using KO t Bu as a catalyst
  • Utilized cycloaddition of nitriles and azides
  • Incorporated a base to capture intermediates with isothiocyanates
  • Successfully synthesized fully substituted 5-thioureido-triazoles
  • Demonstrated broad functional group tolerance
  • Showed applicability in late-stage functionalization of bioactive molecules

Abstract

ABSTRACT An efficient strategy for the modular synthesis of fully substituted 5‐thioureido‐triazoles via a transition‐metal‐free KO t Bu‐catalyzed three‐component reaction has been developed. The reaction proceeded through the cycloaddition of nitriles and azides in the presence of a base, followed by the capture of triazolamine and triazole nitrogen anion intermediate with isothiocyanates. This transformation not only features in being transition‐metal‐free and mild reaction conditions, but also displays broad functional group tolerance. The practicality of this method has been demonstrated by further synthetic transformations and late‐stage functionalization of bioactive molecules.

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Cite This Study

Wang et al. (2026) studied this question.

synapsesocial.com/papers/69cf5e015a333a821460c14ahttps://doi.org/10.1002/ajoc.70385
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