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

3 Citations (Scopus)

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.

Original languageEnglish
Pages (from-to)6926-6930
Number of pages5
JournalEuropean Journal of Organic Chemistry
Volume2017
Issue number46
DOIs
Publication statusPublished - 2017 Dec 15

Keywords

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

ASJC Scopus subject areas

  • Physical and Theoretical Chemistry
  • Organic Chemistry

Fingerprint Dive into the research topics of 'Sodium Phenoxide Mediated Hydroxymethylation of Alkynylsilanes with N-[(Trimethylsiloxy)methyl]phthalimide'. Together they form a unique fingerprint.

Cite this