Bicyclo [3.2.1] octane-type intermediate (BOI) is a crucial intermediate that can react with water to undergo decarboxylation and produce theaflavins. Given this reactivity, it is logical to assume that BOI can also react with other polar solvents, such as alcohols, to yield the corresponding analogues. In this study, pyrogallol (PG) was used as the substrate and Ag2O as the oxidant to synthesize BOIPPG in an acetone system. Subsequently, our hypothesis was confirmed by the successful synthesis of e-substituted purpurogallin formic acid ester derivatives. Finally, we established a novel detailed mechanism for the generation of benzotropolone derivatives with the aid of a mechanical quantum.