Tian, Ya-Ming and Wang, Huaiju and Ritu, and Koenig, Burkhard (2021) Photocatalytic synthesis of tetra-substituted furans promoted by carbon dioxide. CHEMICAL SCIENCE, 13 (1). pp. 241-246. ISSN 2041-6520, 2041-6539
Full text not available from this repository. (Request a copy)Abstract
We report a simple protocol for the transition metal-free, visible-light-driven conversion of 1,3-diketones to tetra-substituted furan skeleton compounds in carbon dioxide (CO2) atmosphere under mild conditions. It was found that CO2 could be incorporated at the diketone enolic OH position, which was key to enabling the cleavage of a C-O bond during the rearrangement of a cyclopropane intermediate. This method allows for the same-pot construction of two isomers of the high-value tetra-substituted furan scaffold. The synthetic scope and preliminary mechanistic investigations are presented.
| Item Type: | Article |
|---|---|
| Uncontrolled Keywords: | ALPHA,BETA-UNSATURATED KETONES; 1,3-DICARBONYL COMPOUNDS; CATALYZED CARBOXYLATION; CYCLOADDITION REACTIONS; POLYSUBSTITUTED FURANS; ALCOHOLS; TRANSFORMATION; ACTIVATION; DIBENZOBARRELENES; REARRANGEMENT |
| 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: | 28 Jul 2022 09:01 |
| Last Modified: | 28 Jul 2022 09:01 |
| URI: | https://pred.uni-regensburg.de/id/eprint/46132 |
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