N-fluorobenzenesulfonimide (NFSI)-mediated rapid regioselective oxyselenation of internal alkenes with diselenides
A rapid and efficient NFSI-mediated hydroxy or alkoxy-selenation of internal alkenes and chalcones is presented. This reaction proceeds smoothly at room temperature and features broad substrate scope, which employs NFSI as the oxidizing agent, affording β-hydroxy(alkoxy)selenides with excellent yiel...
| Main Authors: | , , , |
|---|---|
| Format: | Article |
| Language: | English |
| Published: |
Elsevier
2021-01-01
|
| Series: | Results in Chemistry |
| Subjects: | |
| Online Access: | http://www.sciencedirect.com/science/article/pii/S2211715621001259 |
| _version_ | 1818871835903655936 |
|---|---|
| author | Li-Qiu Liu Jiu-Ling Li Ying-Chun Wang Heng-Shan Wang |
| author_facet | Li-Qiu Liu Jiu-Ling Li Ying-Chun Wang Heng-Shan Wang |
| author_sort | Li-Qiu Liu |
| collection | DOAJ |
| description | A rapid and efficient NFSI-mediated hydroxy or alkoxy-selenation of internal alkenes and chalcones is presented. This reaction proceeds smoothly at room temperature and features broad substrate scope, which employs NFSI as the oxidizing agent, affording β-hydroxy(alkoxy)selenides with excellent yields and high regioselectivity. An electrophilic mechanism is proposed for the transformation. |
| first_indexed | 2024-12-19T12:29:14Z |
| format | Article |
| id | doaj.art-38d48058f94749d1b0e95d1e5dd8eabc |
| institution | Directory Open Access Journal |
| issn | 2211-7156 |
| language | English |
| last_indexed | 2024-12-19T12:29:14Z |
| publishDate | 2021-01-01 |
| publisher | Elsevier |
| record_format | Article |
| series | Results in Chemistry |
| spelling | doaj.art-38d48058f94749d1b0e95d1e5dd8eabc2022-12-21T20:21:27ZengElsevierResults in Chemistry2211-71562021-01-013100220N-fluorobenzenesulfonimide (NFSI)-mediated rapid regioselective oxyselenation of internal alkenes with diselenidesLi-Qiu Liu0Jiu-Ling Li1Ying-Chun Wang2Heng-Shan Wang3College of Chemistry and Chemical Engineering, Hunan Engineering Laboratory forAnalyse and Drugs Development of Ethnomedicine in Wuling Mountains, Jishou University, Jishou 416000, People’s Republic of ChinaState Key Laboratory for Chemistry and Molecular Engineering of Medicinal Resources, School of Chemistry and PharmaceuticalSciences of Guangxi, Normal University, Guilin 541004, People’s Republic of ChinaCollege of Chemistry and Chemical Engineering, Hunan Engineering Laboratory forAnalyse and Drugs Development of Ethnomedicine in Wuling Mountains, Jishou University, Jishou 416000, People’s Republic of China; Corresponding authors.State Key Laboratory for Chemistry and Molecular Engineering of Medicinal Resources, School of Chemistry and PharmaceuticalSciences of Guangxi, Normal University, Guilin 541004, People’s Republic of China; Corresponding authors.A rapid and efficient NFSI-mediated hydroxy or alkoxy-selenation of internal alkenes and chalcones is presented. This reaction proceeds smoothly at room temperature and features broad substrate scope, which employs NFSI as the oxidizing agent, affording β-hydroxy(alkoxy)selenides with excellent yields and high regioselectivity. An electrophilic mechanism is proposed for the transformation.http://www.sciencedirect.com/science/article/pii/S2211715621001259OxyselenationInternal alkenesDiselenides |
| spellingShingle | Li-Qiu Liu Jiu-Ling Li Ying-Chun Wang Heng-Shan Wang N-fluorobenzenesulfonimide (NFSI)-mediated rapid regioselective oxyselenation of internal alkenes with diselenides Results in Chemistry Oxyselenation Internal alkenes Diselenides |
| title | N-fluorobenzenesulfonimide (NFSI)-mediated rapid regioselective oxyselenation of internal alkenes with diselenides |
| title_full | N-fluorobenzenesulfonimide (NFSI)-mediated rapid regioselective oxyselenation of internal alkenes with diselenides |
| title_fullStr | N-fluorobenzenesulfonimide (NFSI)-mediated rapid regioselective oxyselenation of internal alkenes with diselenides |
| title_full_unstemmed | N-fluorobenzenesulfonimide (NFSI)-mediated rapid regioselective oxyselenation of internal alkenes with diselenides |
| title_short | N-fluorobenzenesulfonimide (NFSI)-mediated rapid regioselective oxyselenation of internal alkenes with diselenides |
| title_sort | n fluorobenzenesulfonimide nfsi mediated rapid regioselective oxyselenation of internal alkenes with diselenides |
| topic | Oxyselenation Internal alkenes Diselenides |
| url | http://www.sciencedirect.com/science/article/pii/S2211715621001259 |
| work_keys_str_mv | AT liqiuliu nfluorobenzenesulfonimidenfsimediatedrapidregioselectiveoxyselenationofinternalalkeneswithdiselenides AT jiulingli nfluorobenzenesulfonimidenfsimediatedrapidregioselectiveoxyselenationofinternalalkeneswithdiselenides AT yingchunwang nfluorobenzenesulfonimidenfsimediatedrapidregioselectiveoxyselenationofinternalalkeneswithdiselenides AT hengshanwang nfluorobenzenesulfonimidenfsimediatedrapidregioselectiveoxyselenationofinternalalkeneswithdiselenides |