Review
doi: 10.1248/yakushi.131.1323.
[Novel iodocyclization method based on the controlling of oxidative aromatization]
[Article in
Japanese]
Affiliations
- PMID: 21881306
- DOI: 10.1248/yakushi.131.1323
Item in Clipboard
Review
[Novel iodocyclization method based on the controlling of oxidative aromatization]
[Article in
Japanese]
Yakugaku Zasshi.
2011.
Free article
Abstract
We have developed a new method of iodocyclization based on reagent-controlled oxidative aromatization. Our strategy takes advantage of the dual nature of iodine as both an iodinating and an oxidizing agent. This approach enabled "product switch" and enhanced the flexibility of the synthetic pathway toward pyrazoles and isoxazoles. In addition, the iodo moiety of the cyclized product could create further diversity. The utility of our methodology was demonstrated in the synthesis of valdecoxib and its 2,5-dihydro analogs.
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