Synthesis of 3(2H)-furanone derivatives: p-TsOH/halotrimethylsilane promoted cycloketonization of γ-hydroxyl ynones

A p-TsOH/halotrimethylsilane facilitated cycloketonization of gamma-hydroxyl ynones is detailed. This methodology enables the one-step synthesis of polysubstituted 3(2H)-furanone products. It is remarkable that the reaction exhibits excellent regio- and chemoselectivity by the addition of very small quantities of p-toluenesulfonic acid and water.

Automated summary

The p-TsOH/halotrimethylsilane facilitated cycloketonization of gamma-hydroxyl ynones is described, enabling the one-step synthesis of polysubstituted 3(2H)-furanone products. Remarkably, the reaction exhibits excellent regio- and chemoselectivity with the addition of very small quantities of p-toluenesulfonic acid and water.