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Updated: May 30, 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
One-step preparation of functionalized (E)-vinylsilanes from aldehydes
Diane S W Lim1, Edward A Anderson
1Chemical Research Laboratory, University of Oxford, 12 Mansfield Road, Oxford OX1 3TA, United Kingdom.
Researchers developed a new one-step method to create functionalized (E)-vinylsilanes from aldehydes. This chromium-mediated reaction offers a high-yield and stereoselective route to valuable organosilicon compounds.
Area of Science:
- Organic Chemistry
- Organometallic Chemistry
- Synthetic Chemistry
Background:
- Vinylsilanes are versatile building blocks in organic synthesis.
- Efficient methods for their preparation are crucial for accessing complex molecules.
Purpose of the Study:
- To develop a novel, one-step synthesis of functionalized (E)-vinylsilanes.
- To explore the utility of chromium(II)-mediated reactions with dihalomethylsilanes.
Main Methods:
- A chromium(II)-mediated olefination reaction was employed.
- The reaction utilized a diverse range of aldehydes and novel dihalomethylsilane reagents.
Main Results:
- Functionalized (E)-vinylsilanes were successfully synthesized in one step.
- The reaction proceeded in moderate to excellent yields.
- Excellent stereoselectivity was achieved for the (E)-isomer.
Conclusions:
- This study presents an efficient and stereoselective method for preparing functionalized (E)-vinylsilanes.
- The developed protocol provides a valuable new tool for organic synthesis.
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