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December 9, 2025Angewandte Chemie International EditionOpen Access

Bench‐Stable Boryl Thianthrenium Dication Enables Aziridinyl Boronate Synthesis via Metal‐Free Late‐Stage Aziridination with Diverse Nitrogen Nucleophiles

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Authors

VVVeerabhadra R. VulupalaDGDisni GunasekeraNMN. Arjunreddy Mallampudi

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Overview

This study demonstrates transition-metal-free aziridination of boronates in diverse substrates, suggesting new approaches for drug modifications.

Key Points

  • To develop a synthesis route for aziridinyl boronates using a unique boryl thianthrenium dication.
  • Synthesis of a boryl thianthrenium dication via thianthrenation of vinyl MIDA boronate.
  • Application of the method with various nitrogen nucleophiles for aziridination.
  • Utilization of a transition-metal-free approach with demonstrated chemo- and diastereoselectivity.
  • Successful synthesis of aziridinyl boronates with diverse nitrogen nucleophiles.
  • Demonstrated functional group tolerance and practical application for drug modification.
  • Highlighted strategic significance through diverse downstream transformations and asymmetric synthesis.

Cite This Study

Vulupala et al. (2025) studied this question.

synapsesocial.com/papers/69401efa2d562116f28f9901https://doi.org/10.1002/anie.202520969
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