Regioselective Syntheses of 1-Aryl-substituted-5H-[1,3]thiazolo[3,2-a]quinazoline-5-ones During Sonogashira Coupling

Abstract

Reaction of 2-mercaptopropargylquinazoline-4-one with various aryliodides catalyzed by Pd–Cu leads to the regioselective formation of 1-arylsubstituted-5H-[1,3]thiazolo-[3,2-a]quinazoline-5-ones.

GRAPHICAL ABSTRACT

Keywords:

• Aryl iodide
• Pd-catalyzed
• quinazoline
• Sonogashira coupling
• thiazoloquinazoline

Acknowledgements

The authors would like to thank the Research Council of Shahrood University of Technology for the support of this work.

Notes

^aReaction reagents and conditions: 2 (1.3 mmol), 3a–i (1 mmol), Et₃N (3 mmol), Pd(PPh)₃Cl₂ (0.03 mmol), CuI (0.06 mmol), and CH₃CN (6 mL) at room temperature for 12 h.