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May 6, 2026Advanced Synthesis & Catalysis1 citations

Synergistic Tetrabutylammonium Decatungstate/Persulfate Photocatalysis in Pure Water: A Platform for Diversifying Unactivated Alkenes Into N‐Heterocycles

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HCHaidong CaoJHJunjie HuZBZhongmei Bai

Key Points

  • The study aims to develop a photocatalytic strategy for synthesizing N-heterocycles using water as a medium.
  • Utilized a tetrabutylammonium decatungstate/persulfate catalytic system under near-UV irradiation
  • Incorporated PEG-600 in the reaction
  • Conducted mechanistic studies to understand the decarboxylative cyclization process
  • Demonstrated effective synthesis of 3-substituted indolines, tetrahydroquinolines, and dihydroquinolinones
  • Showed temperature and operational simplicity under mild conditions
  • Achieved late-stage diversification of theophylline and successful gram-scale preparation.

Abstract

A photocatalytic strategy for the synthesis of N‐heterocycles under mild conditions using water as the reaction medium is described. Leveraging a synergistic tetrabutylammonium decatungstate (TBADT)/Na 2 S 2 O 8 catalytic system in the presence of PEG‐600 under near‐UV irradiation, this method enables the decarboxylative cyclization of oxalamic acids with unactivated alkenes, providing efficient access to 3‐substituted indolines, tetrahydroquinolines, and dihydroquinolinones. Mechanistic studies indicate that TBADT effectively drives the decarboxylation of oxalamic acids under light to generate the key carbamoyl radical. This protocol features mild conditions, operational simplicity, and broad substrate scope, and its utility is demonstrated through the late‐stage diversification of theophylline and a gram‐scale preparation.

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Cite This Study

Cao et al. (2026) studied this question.

synapsesocial.com/papers/69faa25e04f884e66b532f1chttps://doi.org/10.1002/adsc.70476
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