Reagents for diverse iodosilane-mediated transformations

Abstract

It was observed that a PhSiH₂I-mediated protocol using PhSiH₃ and cat. I₂ caused the deiodination of 2-(iodomethyl)-2-phenyltetrahydrofuran. Stemming from the investigation of the mechanism, we found that the PhSiH₃–I₂ system selectively promotes diverse cascade transformations from cyclic ethers to acyclic alkyl iodides, and the PhSiH₃−N-iodosuccinimide (NIS) system also promotes cascade transformations from cyclic ethers to acyclic alcohols.