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Synthesis 2023; 55(04): 647-656
DOI: 10.1055/s-0042-1753042
DOI: 10.1055/s-0042-1753042
paper
Recyclable Palladium-Catalyzed Carbonylative Cyclization of Aryl Iodides and 2-Hydroxyacetophenones towards Flavones
We thank the National Natural Science Foundation of China (Grant No. 21664008), the Natural Science Foundation of Jiangxi Province, China (Grant No. 20161BAB203086) and the Key Laboratory of Functional Small Organic Molecule, Ministry of Education (Grant No. KLFS-KF-201704) for financial support.
Abstract
A highly efficient heterogeneous palladium-catalyzed carbonylative cyclization of aryl iodides and 2-hydroxyacetophenones is developed. The reaction proceeds efficiently in DMSO at 120 °C under 3 bar of carbon monoxide by using 2 mol% of an MCM-41-immobilized bidentate phosphine palladium complex [MCM-41-2P-Pd(OAc)2] as the catalyst and 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) as the base, providing a general, efficient and practical approach for the assembly of a wide variety of flavones in mostly good to high yields from readily available starting materials. This supported palladium catalyst can be easily recovered via centrifugation of the reaction mixture and recycled more than nine times without any significant loss of its catalytic efficiency.
Supporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/s-0042-1753042.
- Supporting Information
Publication History
Received: 23 August 2022
Accepted after revision: 29 September 2022
Article published online:
03 November 2022
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