Multi-component Domino Strategy for Regioselective Synthesis of Tetrahydrothiochromen-5-ones

Abstract

Abstract: A sustainable one-pot multi-component domino strategy for the regioselective synthesis of tetrahydrothiochromen-5-ones has been developed using inexpensive, stable, and recyclable silica-supported sulfuric acid as the heterogeneous catalyst under solvent-free conditions. This strategy enabled us to access a diverse range of valuable tetrahydrothiochromen-5-ones up to a 93% yield via annulation of β-oxodithioesters with aromatic aldehydes and 1,3-cyclohexanediones. Furthermore, the catalyst was efficiently recovered, recycled, and reused for four cycles without a significant loss of catalytic activity, thus demonstrating the robustness of the devised methodology and its potential applicability in sustainable organic synthesis of the protocol.