Palladium-Catalyzed Double <i>ipso</i>-Defluoroetherification of Allylic <i>gem</i>-Difluorides with Phenols or Alcohols
Significant progress has been made in the synthesis of diverse ketals through a palladium-catalyzed reaction involving allylic <i>gem</i>-difluorides and various phenols or alcohols. This methodology facilitates double <i>ipso</i>-defluoroetherification of allylic <i>gem</i>-difluorides, resulting in high product yields with excellent regioselectivity. The reactions were conducted under mild conditions and exhibited outstanding tolerance to a wide range of functional groups. Notably, this approach overcomes the traditional limitation of palladium-catalyzed processes, where nucleophiles typically target the common C-1 position of allylic <i>gem</i>-difluorides, enabling selective functionalization at the rare C-3 position instead.
Authors
- Luning Tang
- S. Chen
- Ming Chen (ORCID: https://orcid.org/0000-0003-4957-2934)
Institutions
- Changzhou University (CN)
Publication Details
- Journal
- Organic Letters
- Published
- 2024-10-31
- DOI
- https://doi.org/10.1021/acs.orglett.4c03873
- Citations
- 7
- Primary Topic
- Fluorine in Organic Chemistry
- Type
- article
- Field-Weighted Citation Impact
- 1.46
Funders
- National Natural Science Foundation of China
- Changzhou University