Selenium Transfer from Secondary Phosphine Selenides to Aminoacetylenic Ketones: Access to 1,2-Dihydro-3<i>H</i>-pyrrole-3-selones with a Stable C═Se Bond
Secondary phosphine selenides were found to react with γ-aminoacetylenic ketones (80-85 °C, MeCN, 17-40 h) to afford 1,2-dihydro-3<i>H</i>-pyrrole-3-selones in 48-80% yields, products of unprecedented selenium transfer from the P═Se bond to replace the carbonyl oxygen and to form dihydro-3<i>H</i>-pyrrole-3-selones having a C═Se bond stable under ambient conditions.
Authors
- S. N. Arbuzova (ORCID: https://orcid.org/0000-0002-3514-7307)
- Ivan A. Bidusenko (ORCID: https://orcid.org/0000-0003-0783-6233)
- S. I. Verkhoturova (ORCID: https://orcid.org/0000-0002-0297-1981)
- Б. А. Трофимов (ORCID: https://orcid.org/0000-0002-0430-3215)
- Kseniya O. Khrapova (ORCID: https://orcid.org/0000-0003-0040-8877)
- Alexander I. Albanov (ORCID: https://orcid.org/0000-0002-7267-5416)
- Pavel А. Volkov (ORCID: https://orcid.org/0000-0001-7985-8226)
Institutions
- A.E. Favorsky Irkutsk Institute of Chemistry (RU)
Publication Details
- Journal
- Organic Letters
- Published
- 2024-08-21
- DOI
- https://doi.org/10.1021/acs.orglett.4c02491
- Citations
- 1
- Primary Topic
- Organoselenium and organotellurium chemistry
- Type
- article
- Field-Weighted Citation Impact
- 0.35
Funders
- Ministry of Science and Higher Education of the Russian Federation