Regio- and Stereoselective Oxyiodination Reaction of Fluoroalkylated Internal Alkynes: An Easy Access to Fluoroalkylated, Multisubstituted Enol Derivatives
A concise and efficient protocol has been developed for regio- and <i>E</i>-selective oxyiodination of fluoroalkylated internal alkynes employing iodobenzene diacetate in conjunction with tetrabutylammonium iodide, enabling the synthesis of a diverse array of (3,3,3-trifluoro-2-iodopropen-1-yl)acetates. Subsequently, these oxyiodinated intermediates were subjected to standard Suzuki-Miyaura cross-coupling conditions, thereby furnishing fluoroalkylated, multisubstituted enol derivatives in good yields.
Authors
- Takao Saito (ORCID: https://orcid.org/0000-0002-1279-6400)
- Motohiro Yasui (ORCID: https://orcid.org/0000-0001-9324-3463)
- Shigeyuki Yamada (ORCID: https://orcid.org/0000-0002-6379-0447)
- Tsutomu Konno (ORCID: https://orcid.org/0000-0002-5146-9840)
- Kaho Kasai
Institutions
- Kyoto Institute of Technology (JP)
Publication Details
- Journal
- The Journal of Organic Chemistry
- Published
- 2025-11-11
- DOI
- https://doi.org/10.1021/acs.joc.5c01579
- Primary Topic
- Fluorine in Organic Chemistry
- Type
- article
- Field-Weighted Citation Impact
- 0.00