1. Department of Chemistry and Biochemistry, College of Charleston, Charleston, SC 29424;2. Department of Chemistry, Clemson University, Clemson, SC 29634;3. Department of Entomology, Soils, and Plant Diseases, Clemson University, Clemson, SC 29634
Abstract:
Several dilithiated C(α), O‐oximes were prepared in excess lithium diisopropylamide‐tetramethyl‐ethylenediamine (LDA/TMEDA) and condensed with methyl 2 ‐(aminosulfonyl)benzoate followed by acid cyclization of intermediates to spiro(benzoisothiazole‐isoxazole) dioxides, a new spiro and fused‐ring system. Distortionless enhancement by polarization transfer (DEPT) and liquid chromatography mass spectrometry (LCMS) for all products, as well as X‐ray single crystal analysis on a representative product, were especially relevant for structure confirmation in this synthesis.
