Sodium Phenoxide Mediated Hydroxymethylation of Alkynylsilanes with N-[(Trimethylsiloxy)methyl]phthalimide | Health & Environmental Research Online (HERO)

Health & Environmental Research Online (HERO)

Print Feedback Export to File

This record has one attached file:

Citation
Tags

HERO ID

4458690

Reference Type

Journal Article

Title

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

Author(s)

Asano, N; Sasaki, K; Chataigner, I; Shigeno, M; Kondo, Y

Year

2017

Is Peer Reviewed?

Yes

Journal

European Journal of Organic Chemistry
ISSN: 1434-193X
EISSN: 1099-0690

Issue

Page Numbers

6926-6930

DOI

10.1002/ejoc.201701440

Web of Science Id

WOS:000418147300017

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.

Keywords

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