A simple and practical intramolecular cyclization employing potassium persulfate for the synthesis of 4-phenylselenyl-2H-chromenes

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Abstract

2H-Chromenes are versatile oxygen heterocycles represent an important scaffold in medicinal chemistry, exhibiting a broad spectrum of pharmacological activities such as anticoagulant, antitumor, and anti-inflammatory activities.1 Despite their relevance, the synthesis of these bicyclic systems from terminal aryl propargyl ethers remains challenging,2 typically requiring expensive gold catalysts or harsh reaction conditions.3   This work presents a simple and user-friendly methodology for the synthesis of novel functionalized 4-phenylselenyl-2H- chromenes via the intramolecular cyclization of terminal alkynes employing potassium persulfate as the oxidant. The protocol provides a metal-free alternative that overcomes the complexity of C-H bond activation inherent to these structures. The methodology afforded the regioselective formation of functionalized heterobicyclic systems under operationally simple conditions, with yields ranging from good to excellent (60 to 95%). This approach provides a practical tool for the rapid generation of compound libraries for drug discovery and other applications in materials science and agrochemical.

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Institutions
  • 1 Universidade Federal de Pernambuco
  • 2 Departamento de Química Fundamental, Universidade Federal de Pernambuco
Track
  • BMOS-2026
Keywords
2H-Chromenes
Cyclization
Potassium Persulfatum
Alkynes