[3 + 2] cycloaddition and subsequent oxidative dehydrogenation between alkenes and diazo compounds: a simple and direct approach to pyrazoles using TBAI/TBHP

Abstract

A novel Bu₄NI-catalyzed pyrazole formation reaction is well described via sequential [3 + 2] cycloaddition and oxidative dehydrogenation reactions using TBHP as the primary oxidant. In comparison with previous cases toward pyrazoles from alkenes and diazo compounds, alkenes without a pre-organized leaving group were applied in this transformation. In addition, this methodology was distinguished by its broad substrate scope, commercially available inexpensive starting materials, high atom economy and operational simplicity.