Journal
ORGANIC LETTERS
Volume 22, Issue 18, Pages 7261-7266Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.0c02593
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Funding
- Fonds der Chemischen Industrie
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The synthesis of iodolopyrazolium triflates via an oxidative cyclization of 3-(2-iodophenyl)-1H-pyrazoles is described. The reaction is characterized by a broad substrate scope, and various applications of these novel cyclic iodolium salts acting as useful synthetic intermediates are demonstrated, in particular in site-selective ring openings. This was finally applied to generate derivatives of the anti-inflammatory drug celecoxib. Their application as highly active halogen-bond donors is shown as well.
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