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A novel access to disubstituted acetylenes
Alan R Katritzky1, Ashraf A A Abdel-Fattah, Mingyi Wang
1Center for Heterocyclic Compounds, Department of Chemistry, University of Florida, Gainesville, Florida 32611-7200, USA. katritzky@chem.ufl.edu
The Journal of Organic Chemistry
|October 12, 2002
Summary
Organometallic reagents react with benzotriazole derivatives to create disubstituted acetylenes. This method provides a useful synthetic route for producing these valuable chemical compounds efficiently.
Area of Science:
- Organic Chemistry
- Synthetic Chemistry
Background:
- 1H-1,2,3-benzotriazoles are versatile heterocyclic compounds.
- Substituted ethynyl benzotriazoles serve as key intermediates in organic synthesis.
Purpose of the Study:
- To investigate the reactions of organometallic reagents with 1-(substituted ethynyl)-1H-1,2,3-benzotriazoles.
- To develop a new synthetic pathway for disubstituted acetylenes.
Main Methods:
- Synthesis of 1-(substituted ethynyl)-1H-1,2,3-benzotriazoles from benzotriazolylmethyl ketones.
- Reaction of these intermediates with various organometallic reagents.
Main Results:
- The reactions afforded disubstituted acetylenes.
- The synthetic yields were found to be useful for practical applications.
- The method demonstrated versatility with a variety of starting materials.
Conclusions:
- Organometallic reagent addition to 1-(substituted ethynyl)-1H-1,2,3-benzotriazoles is an effective method for synthesizing disubstituted acetylenes.
- This approach offers a valuable tool for organic chemists seeking to construct complex acetylene derivatives.