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Updated: May 29, 2026
09:54
Chemoselective Preparation of 1-Iodoalkynes, 1,2-Diiodoalkenes, and 1,1,2-Triiodoalkenes Based on the Oxidative Iodination of Terminal Alkynes
Published on: September 12, 2018
Novel iodocyclization method based on the controlling of oxidative aromatization
1Kobe Pharmaceutical University, Kobe, Japan. okitsu@kobepharma-u.ac.jp
Yakugaku Zasshi : Journal of the Pharmaceutical Society of Japan
|September 2, 2011
Summary
We developed a new iodocyclization method using iodine
Area of Science:
- Organic Chemistry
- Synthetic Chemistry
Background:
- Heterocyclic compounds like pyrazoles and isoxazoles are important in medicinal chemistry.
- Existing synthetic routes can be inflexible.
Purpose of the Study:
- To develop a novel, flexible synthetic method for pyrazoles and isoxazoles.
- To utilize iodine's dual role as an iodinating and oxidizing agent.
Main Methods:
- Reagent-controlled oxidative aromatization.
- Employing iodine's dual reactivity for iodination and oxidation.
- Demonstrating product switch capability.
Main Results:
- Successful synthesis of pyrazoles and isoxazoles.
- Achieved flexibility in synthetic pathways.
- Demonstrated utility in synthesizing valdecoxib and analogs.
- The iodo moiety allows for further structural diversification.
Conclusions:
- The new method offers enhanced flexibility and control in heterocyclic synthesis.
- This approach is valuable for creating diverse molecular structures, including pharmaceutical intermediates.
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