Sodium Phenoxide Mediated Hydroxymethylation of Alkynylsilanes with N-[(Trimethylsiloxy)methyl]phthalimide

Narumi Asano, Keita Sasaki, Isabelle Chataigner, Masanori Shigeno, Yoshinori Kondo

Research output: Contribution to journalArticlepeer-review

5 Citations (Scopus)


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.

Original languageEnglish
Pages (from-to)6926-6930
Number of pages5
JournalEuropean Journal of Organic Chemistry
Issue number46
Publication statusPublished - 2017 Dec 15


  • C1 building blocks
  • Hydroxymethylation
  • Lewis bases
  • Organosilanes
  • Silicates

ASJC Scopus subject areas

  • Physical and Theoretical Chemistry
  • Organic Chemistry


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