Rode, Katharina and Ramadas Narasimhamurthy, Poorva and Rieger, Rene and Krätzschmar, Felix and Breder, Alexander (2021) Synthesis of Aminoallenes via Selenium-pi-Acid-Catalyzed Cross-Coupling of N-Fluorinated Sulfonimides with Simple Alkynes. EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2021 (11). pp. 1720-1725. ISSN 1434-193X, 1099-0690
Full text not available from this repository. (Request a copy)Abstract
The facile synthesis of aminoallenes, accomplished by a selenium-pi-acid-catalyzed cross-coupling of an N-fluorinated sulfonimide with simple, non-activated alkynes, is reported. Until now, aminoallenes were difficult to be accessed by customary means, inasmuch as pre-activated and, in part, intricate starting materials were necessary for their synthesis. In sharp contrast, the current study shows that ordinary internal alkynes can serve as simple and readily available precursors for the construction of the aminoallene motif. The operating reaction conditions tolerate numerous functional groups such as esters, nitriles, (silyl)ethers, acetals, and halogen substituents, furnishing the target compounds in up to 86 % yield.
| Item Type: | Article |
|---|---|
| Uncontrolled Keywords: | PROTOTROPIC ISOMERIZATIONS; ALLENES; π -Acids; Amination; Homogeneous catalysis; Oxidations; Selenium |
| Subjects: | 500 Science > 540 Chemistry & allied sciences |
| Divisions: | Chemistry and Pharmacy > Institut für Organische Chemie |
| Depositing User: | Dr. Gernot Deinzer |
| Date Deposited: | 10 Aug 2022 11:37 |
| Last Modified: | 10 Aug 2022 11:37 |
| URI: | https://pred.uni-regensburg.de/id/eprint/46456 |
Actions (login required)
 |
View Item |
