Dimethyl Sulfoxide Involved One-Pot Synthesis of Quinoxaline Derivatives.

Area of Science:

• Organic Chemistry
• Synthetic Chemistry
• Heterocyclic Chemistry

Background:

• Quinoxaline derivatives are important scaffolds in medicinal chemistry.
• Efficient synthesis of N-heterocycle-fused quinoxalines remains a challenge.
• Green chemistry approaches are increasingly important in synthetic methodologies.

Purpose of the Study:

• To develop a novel, efficient, and green synthetic route for N-heterocycle-fused quinoxalines.
• To explore the use of dimethyl sulfoxide as both a reactant and solvent.
• To synthesize a diverse library of fused quinoxaline compounds.

Main Methods:

• Utilized dimethyl sulfoxide (DMSO) as a dual-purpose reagent and solvent.
• Employed a novel reaction pathway for the cyclization and fusion of quinoxaline cores.
• Investigated the reaction conditions for optimal product formation.

Main Results:

• Successfully synthesized various N-heterocycle-fused quinoxalines, including pyrrolo[1,2-a]quinoxalines, indolo[1,2-a]quinoxalines, 1H-pyrrolo[3,2-c]quinolines, and benzo[4,5]imidazo[1,2-c]quinazolines.
• Achieved moderate to excellent yields for the target compounds.
• Demonstrated the efficiency and green nature of the developed method.

Conclusions:

• The reported method provides an efficient and environmentally friendly approach for synthesizing complex N-heterocycle-fused quinoxalines.
• Dimethyl sulfoxide can serve as a versatile reagent and solvent in heterocyclic synthesis.
• This methodology offers a valuable tool for accessing diverse fused quinoxaline structures for further applications.