New Tetracyclic Spiro-1,2,4-trioxolanes (Ozonides). Synthesis and Mass Spectrometric Study

Abstract

New tetracyclic dispiro-1,2,4-trioxolanes (ozonides) were synthesized by reactions of 5–7-membered alicyclic 1,5-diketones with 30% hydrogen peroxide in diethyl ether or ethanol in the presence of boron trifluoride-diethyl ether complex or a strong mineral acid (HCl, H₂SO₄, HClO₄). Mass spectrometric study of the title compounds under atmospheric pressure chemical ionization revealed specificity of fragment ion decomposition with respect to the ring size, which makes it possible to identify such compounds by their mass spectra.