Heterocyclizations via POCl₃-Based Multicomponent Reactions: A New Approach to One-Pot Synthesis of a New Spirosystem, 7-Methyl-5-[4-(aryl/heteryl)thiazol-2-yl]-5,6-diazaspiro[2,4]hept-6-en-4-ones

Abstract

A novel multicomponent reaction involving phenacylbromide, thiosemicarbazide, and α-acetyl-γ-butyrolactone in the presence of POCl₃, forming 7-methyl-5-[4-(aryl/heteryl)thiazole-2-yl]-5,8-diaza spiro[2,4]hept-6-en-4-ones in good yields, is described.

Keywords:

• α-Acetyl-γ-butyrolactone
• 3-(2-bromoacetyl)coumarin
• phenacylbromides
• spiro compound
• thiazole

ACKNOWLEDGMENT

The authors thank Dr. G. K. A. S. S. Narayan, APL Research Centre, Hyderabad, India, for his help in molecular design.

Notes

^a Yields refer to isolated yield. Compounds are characterized by ¹H, ¹³C NMR, and IR spectra.

^a Yields refer to isolated yield. Compounds are characterized by ¹H, ¹³C NMR, and IR spectra.