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Synthesis 2024; 56(13): 2015-2024
DOI: 10.1055/s-0040-1720121
DOI: 10.1055/s-0040-1720121
paper
Recyclable Palladium-Catalyzed Carbonylative Coupling of Aryl Halides and Organoaluminum Compounds with tert-Butyl Isocyanide as CO Equivalent Leading to 1,2-Diketones
We thank the National Natural Science Foundation of China (No. 21664008) and Key Lab of Fluorine and Silicon for Energy Materials and Chemistry of Ministry of Education (No. KFSEMC-202206) and Key Project of Basic Research of Jiangxi Academy of Sciences for financial support.
Abstract
An efficient heterogeneous palladium-catalyzed carbonylative coupling of aryl halides and organoaluminum compounds has been developed using tert-butyl isocyanide as CO equivalent. The carbonylation reaction proceeds smoothly in toluene with KOtBu as a base at 100 °C by using 10 mol% of an SBA-15-anchored bidentate phosphine palladium(0) complex [2P-SBA-15-Pd(0)] as the catalyst and provides a general and practical approach for the assembly of 1,2-diketones in good to excellent yields. This heterogenized palladium catalyst can be readily separated and recovered via a simple centrifugation process and reused for more than seven cycles with almost consistent catalytic efficiency.
Key words
palladium - carbonylative coupling - organoaluminum reagents - 1,2-diketones - heterogeneous catalysisSupporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/s-0040-1720121.
- Supporting Information
Publication History
Received: 13 April 2024
Accepted after revision: 21 May 2024
Article published online:
03 June 2024
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