Silver-Mediated Acetoxyselenylation of Alkynes: Mild Stereoselective Access to Bifunctional Alkenes
Herein, we report a AgF-mediated regio- and stereoselective acetoxyselenylation of terminal/internal alkynes from iodobenzene dicarboxylate [PhI(OCOR)<sub>2</sub>] and diorganyl diselenides via multiple-site functionalization to afford β-selenyl enol esters in good yields. Alkynes derived from bioactive molecules, such as l(-)-borneol, l-menthol, and acyne oxalate, are also suitable for this transformation and afford the expected compounds.
Authors
- Pierre H. Dixneuf (ORCID: https://orcid.org/0000-0002-3025-6969)
- Jiabin Chen (ORCID: https://orcid.org/0000-0002-4790-5873)
- Cong Zhao (ORCID: https://orcid.org/0000-0001-7186-0567)
- Yibiao Li (ORCID: https://orcid.org/0000-0001-8249-5630)
- Min Zhang (ORCID: https://orcid.org/0000-0002-7023-8781)
- Lu Chen (ORCID: https://orcid.org/0000-0002-9601-4241)
- Hongxuan Du
- Xiao‐Yan Bai (ORCID: https://orcid.org/0009-0005-3453-3707)
- Ya Li (ORCID: https://orcid.org/0000-0001-8538-4522)
Institutions
- Centre National de la Recherche Scientifique (FR)
- Institut des Sciences Chimiques de Rennes (FR)
- Université de Rennes (FR)
- South China University of Technology (CN)
- Wuyi University (CN)
Publication Details
- Journal
- Organic Letters
- Published
- 2024-11-13
- DOI
- https://doi.org/10.1021/acs.orglett.4c03178
- Citations
- 4
- Primary Topic
- Organoselenium and organotellurium chemistry
- Type
- article
- Field-Weighted Citation Impact
- 1.40
Funders
- National College Students Innovation and Entrepreneurship Training Program