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Photocatalytic Synthesis of Tetra-Substituted Furans Promoted by Carbon Dioxide
Tian, Ya-Ming
, Wang, Huaiju
, Ritu, Ritu
and König, Burkhard
(2021)
Photocatalytic Synthesis of Tetra-Substituted Furans Promoted by Carbon Dioxide.
Chemical Science 13, pp. 241-246.
Date of publication of this fulltext: 14 Dec 2021 10:09
Article
DOI to cite this document: 10.5283/epub.51197
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 ...
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.
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Details
| Item type | Article | ||||
| Journal or Publication Title | Chemical Science | ||||
| Publisher: | Royal Society of Chemistry | ||||
|---|---|---|---|---|---|
| Volume: | 13 | ||||
| Page Range: | pp. 241-246 | ||||
| Date | 6 December 2021 | ||||
| Institutions | Chemistry and Pharmacy > Institut für Organische Chemie > Lehrstuhl Prof. Dr. Burkhard König | ||||
| Identification Number |
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| Keywords | Photocatalysis; Carbon Dioxide | ||||
| Dewey Decimal Classification | 500 Science > 540 Chemistry & allied sciences | ||||
| Status | Published | ||||
| Refereed | Yes, this version has been refereed | ||||
| Created at the University of Regensburg | Yes | ||||
| URN of the UB Regensburg | urn:nbn:de:bvb:355-epub-511970 | ||||
| Item ID | 51197 |
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