4.6 Article

Electro-oxidative cyclization: access to quinazolinones via K2S2O8 without transition metal catalyst and base

期刊

RSC ADVANCES
卷 11, 期 50, 页码 31650-31655

出版社

ROYAL SOC CHEMISTRY
DOI: 10.1039/d1ra05092c

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资金

  1. Natural Science Foundation of Fujian Provincial [FJNMP-201902, FJNMP-2020004, 2020J01622, 2019R11020034-1, 2020J01627]
  2. Research Fund of Fujian Medical University [2018QH2021]
  3. Natural Science Foundation of Yunnan Province [202001AT070068]

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The oxidative tandem cyclization of primary alcohols with 2-aminobenzamides to synthesize quinazolinones using K2S2O8 as a radical surrogate under undivided electrolytic conditions is a green, mild, and practical method with high efficiency and excellent functional group tolerance. The use of continuous-flow electrochemical setups allows for easy scalability of the reaction.
A K2S2O8-promoted oxidative tandem cyclization of primary alcohols with 2-aminobenzamides to synthesize quinazolinones was successfully achieved under undivided electrolytic conditions without a transition metal and base. The key feature of this protocol is the utilization of K2S2O8 as an inexpensive and easy-to-handle radical surrogate that can effectively promote the reaction via a simple procedure, leading to the formation of nitrogen heterocycles via direct oxidative cyclization at room temperature in a one-pot procedure under constant current. Owing to the use of continuous-flow electrochemical setups, this green, mild and practical electrosynthesis features high efficiency and excellent functional group tolerance and is easy to scale up.

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