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Tian, Ya-Ming ; Wang, Huaiju ; Ritu, Ritu ; König, Burkhard

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 typeArticle
Journal or Publication TitleChemical Science
Publisher:Royal Society of Chemistry
Volume:13
Page Range:pp. 241-246
Date6 December 2021
InstitutionsChemistry and Pharmacy > Institut für Organische Chemie > Lehrstuhl Prof. Dr. Burkhard König
Identification Number
ValueType
10.1039/D1SC06403GDOI
KeywordsPhotocatalysis; Carbon Dioxide
Dewey Decimal Classification500 Science > 540 Chemistry & allied sciences
StatusPublished
RefereedYes, this version has been refereed
Created at the University of RegensburgYes
URN of the UB Regensburgurn:nbn:de:bvb:355-epub-511970
Item ID51197

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