de Souza, Wanderson C. and Matsuo, Bianca T. and Matos, Priscilla M. and Correia, Jose Tiago M. and Santos, Marilia S. and Koenig, Burkhard and Paixao, Marcio W. (2021) Photocatalyzed Intramolecular [2+2] Cycloaddition of N-Alkyl-N-(2-(1-arylvinyl)aryl)cinnamamides. CHEMISTRY-A EUROPEAN JOURNAL, 27 (11). pp. 3722-3728. ISSN 0947-6539, 1521-3765
Full text not available from this repository. (Request a copy)Abstract
N-Alkyl-N-(2-(1-arylvinyl)aryl)cinnamamides are converted into natural product inspired scaffolds via iridium photocatalyzed intramolecular [2+2] photocycloaddition. The protocol has a broad substrate scope, whilst operating under mild reaction conditions. Tethering four components forming a trisubstituted cyclobutane core builds rapidly high molecular complexity. Our approach allows the design and synthesis of a variety of tetrahydrocyclobuta[c]quinolin-3(1H)-ones, in yields ranging between 20-99 %, and with excellent regio- and diastereoselectivity. Moreover, it was demonstrated that the intramolecular [2+2]-cycloaddition of 1,7-enynes-after fragmentation of the cyclobutane ring-leads to enyne-metathesis-like products.
| Item Type: | Article |
|---|---|
| Uncontrolled Keywords: | VISIBLE-LIGHT PHOTOCATALYSIS; BRONSTED ACID CATALYSIS; CYCLOBUTANE DERIVATIVES; SYNTHETIC STRATEGIES; ASYMMETRIC-SYNTHESIS; PHOTOCYCLOADDITION; TRANSFORMATIONS; METATHESIS; EFFICIENT; NITROGEN; catalysis; cycloaddition; dienes; energy transfer; photocatalysis |
| Subjects: | 500 Science > 540 Chemistry & allied sciences |
| Divisions: | Chemistry and Pharmacy > Institut für Organische Chemie > Lehrstuhl Prof. Dr. Burkhard König |
| Depositing User: | Dr. Gernot Deinzer |
| Date Deposited: | 13 Sep 2022 06:25 |
| Last Modified: | 13 Sep 2022 06:25 |
| URI: | https://pred.uni-regensburg.de/id/eprint/47245 |
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