Electrochemically Driven Selenylative Cyclization to Access Seleno-Dibenzodiazepines

Area of Science:

• Organic Chemistry
• Medicinal Chemistry
• Materials Science

Background:

• Dibenzodiazepines are crucial scaffolds in pharmaceuticals.
• Organoselenium compounds offer unique properties for drug discovery and materials.
• Efficient synthesis of functionalized dibenzodiazepines is highly sought after.

Purpose of the Study:

• To develop an efficient synthesis of selenylated dibenzodiazepines.
• To explore an electrochemical approach for C-Se bond formation.
• To establish a versatile method for creating novel organoselenium-containing heterocycles.

Main Methods:

• Electrochemical selenylative cyclization.
• Use of stable diselenides as selenium sources.
• Reaction with isocyanides as C1 synthons at room temperature.

Main Results:

• Successful synthesis of various organoselenyl dibenzodiazepine derivatives.
• Achieved yields up to 81%.
• Demonstrated excellent functional group tolerance and high atom efficiency.

Conclusions:

• The described electrochemical strategy provides an efficient route to selenylated dibenzodiazepines.
• This method offers a sustainable and versatile approach for synthesizing complex organoselenium compounds.
• The synthesized compounds hold potential for pharmaceutical and materials science applications.