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Visible light-mediated synthesis of quinazolinones and benzothiadiazine-1,1-dioxides utilizing aliphatic alcohols.

Saloni KumariSouvik RoyPragya AroraSabuj Kundu
Published in: Organic & biomolecular chemistry (2024)
The activation and utilization of challenging aliphatic alcohols like methanol and ethanol is a very appealing approach to synthesize valuable organic molecules. Utilization of methanol and ethanol as a coupling partner has emerged as a valuable alternative to synthesize industrially relevant N -heterocycles because they can be easily procured from renewable sources unlike other activated coupling partners which are expensive and also unstable. Herein, a mild and metal-free photocatalytic protocol to synthesize quinazolinones and more challenging benzothiadiazine-1,1-dioxides, which is unprecedented at room temperature, is demonstrated. This methodology showcased broad substrate scope and provided important N -heterocycles more efficiently than the transition metal-based high temperature protocols. An unexplored reactivity with allyl alcohol is observed following the developed protocol. A series of control experiments were carried out to understand the mechanism.
Keyphrases
  • room temperature
  • visible light
  • high temperature
  • transition metal
  • ionic liquid
  • randomized controlled trial
  • carbon dioxide
  • hiv testing
  • drinking water
  • alcohol consumption
  • highly efficient