Sodium Phenoxide Mediated Hydroxymethylation of Alkynylsilanes with N-[(Trimethylsiloxy)methyl]phthalimide
Abstract
The hydroxymethylation of alkynylsilanes with formaldehyde generated in situ from N‐[(trimethylsiloxy)methyl]phthalimide proceeds in the presence of a stoichiometric amount of NaOPh. The reaction occurs at room temperature by using an operationally simple one‐step procedure. A variety of alkynylsilanes possessing electron‐donating, electron‐withdrawing, and halogen groups (including heteroaryl‐substituted alkynylsilanes) provide hydroxymethylated products.