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Updated: Jul 16, 2026

Preparation of N-(2-alkoxyvinyl)sulfonamides from N-tosyl-1,2,3-triazoles and Subsequent Conversion to Substituted Phthalans and Phenethylamines
Published on: January 3, 2018
Phosphazene base-promoted functionalization of aryltrimethylsilanes
Koichi Suzawa1, Masahiro Ueno, Andrew E H Wheatley
1Graduate School of Pharmaceutical Sciences, Tohoku University, Aramaki Aza Aoba 6-3, Aoba-ku, Sendai 980-8578, Japan.
Researchers activated aryl-silicon bonds in aryltrimethylsilanes using a t-Bu-P4 base catalyst. This method enabled selective functionalization of aromatic rings, even without strong electron-withdrawing groups.
Area of Science:
- Organosilicon Chemistry
- Catalysis
Background:
- Aryl-silicon (Ar-Si) bonds are important synthetic intermediates.
- Selective functionalization of aryltrimethylsilanes is challenging, especially with electron-neutral or electron-rich aromatic rings.
Purpose of the Study:
- To investigate the activation of Ar-Si bonds in aryltrimethylsilanes.
- To develop a catalytic method for selective functionalization of aryltrimethylsilanes.
Main Methods:
- Utilized a catalytic amount of tert-butylphosphine tetramer (t-Bu-P4) base.
- Explored reactions involving aryltrimethylsilanes.
Main Results:
- Successfully activated Ar-Si bonds in aryltrimethylsilanes.
- Achieved selective functionalization of the aromatic ring.
- Demonstrated efficacy in the absence of strong electron-withdrawing groups.
Conclusions:
- The t-Bu-P4 base is an effective catalyst for Ar-Si bond activation.
- This methodology offers a new route for selective functionalization of aryltrimethylsilanes.
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