Synthesis of Novel Indenopyrimidine Sulfonamides from Indenopyrimidine-2-Amines via S–N Bond Formation

Abstract

An efficient Et₃N/DMAP-assisted approach has been reported for the synthesis of indenopyrimidine sulfonamides from indenopyrimidine-2-amines via S-N bond formation. The various indenopyrimidine-2-amines were synthesized from crotonic acid, corresponding aldehydes and guanidinium hydrochloride using one-pot three-component strategy. The treatment of indenopyrimidine-2-amines with various sulfonyl chlorides in the presence of Et₃N/DMAP in N-methylpyrrolidinone afforded the corresponding sulfonamides in good to excellent yields. All newly synthesized compounds were characterized by ¹H NMR, ¹³C NMR and mass spectral studies.

Keywords:

• DMAP
• indenopyrimidine
• indanones
• sulfonamide
• sulfonylation

Acknowledgments

The authors are grateful to Prof. H.S. Dhaliwal, Vice-Chancellor, Eternal University, Baru Sahib for providing facilities and financial assistance. The authors would like to acknowledge GVK Biosciences Pvt. Ltd. Hyderabad and Regional Sophisticated Instrumentation Center, Punjab University, Chandigarh, for recording the analytical data during the study.

Disclosure statement

There are no conflicts of interest.