Kumar, Manoj and Verma, Shalini and Mishra, Vivek and Reiser, Oliver and Verma, Akhilesh K. (2022) Visible-Light-Accelerated Copper-Catalyzed [3+2] Cycloaddition ofN-Tosylcyclopropylamines with Alkynes/Alkenes. JOURNAL OF ORGANIC CHEMISTRY, 87 (9). pp. 6263-6272. ISSN 0022-3263, 1520-6904
Full text not available from this repository. (Request a copy)Abstract
Copper-catalyzed [3 + 2] cycloadditions ofN-tosylcyclopropylamine with alkynes and alkenes have beenaccomplished under visible light irradiation. The developedapproach is compatible with a range of functionalities and allowsthe synthesis of diversified aminated cyclopentene and cyclo-pentane derivatives being relevant for drug synthesis. The protocolis operationally simple and economically affordable as it does notrequire any ligand, base, or additives. As the key step, the one-electron oxidation of theN-tosyl moiety by visible light-inducedhomolysis of a transient Cu(II)-tosylamide complex is proposed, providing a facile entry forN-centered radicals.
| Item Type: | Article |
|---|---|
| Uncontrolled Keywords: | ANNULATION; CYCLOPROPYLANILINES; CYCLOPROPANES; OXIDATION; |
| Subjects: | 500 Science > 540 Chemistry & allied sciences |
| Divisions: | Chemistry and Pharmacy > Institut für Organische Chemie > Lehrstuhl Prof. Dr. Oliver Reiser |
| Depositing User: | Dr. Gernot Deinzer |
| Date Deposited: | 05 Feb 2024 15:21 |
| Last Modified: | 05 Feb 2024 15:21 |
| URI: | https://pred.uni-regensburg.de/id/eprint/57353 |
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