Synthesis and spectroscopic properties of novel indolizines and azaindolizines

Abstract

Novel indolizines and pyrrolo[1,2-c]pyrimidines bearing a 3-carbonylchromen-2-one moiety on the pyrrole rings were synthesized and spectroscopic properties of some of synthesized compounds were investigated. Synthetic procedures started from 4-substituted pyrimidines, 3-(2-bromoacetyl)-2H-chromen-2-one and electron-deficient alkynes via 3+2 dipolar cycloaddition of cycloimmonium-ylides, generated in situ from their corresponding quaternary salts, in the presence of an epoxide playing the role of acid scavenger and reaction solvent. The structures of novel compounds were confirmed by chemical analyses, IR and NMR spectroscopy. Spectroscopic properties of some of the synthesized compounds were investigated.