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Zn-Mediated Reduction of Oxalyl Chloride Forming CO and Its Application in Carbonylation Reactions

Martin Markovič, Pavol Lopatka, Peter Koˇš and Tibor Gracza*

*Department of Organic Chemistry, Institute of Organic Chemistry, Catalysis and Petrochemistry, Slovak University of Technology, RadlinskÚho 9, SK-812 37 Bratislava, Slovakia, Email: tibor.graczastuba.sk

M. Markovič, P. Lopatka, P. Koˇš, T. Gracza, Org. Lett., 2015, 17, 5618-5621.

DOI: 10.1021/acs.orglett.5b02840 (free Supporting Information)


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Abstract

An efficient generation of a stoichiometric amount of carbon monoxide by Zn-mediated reduction of oxalyl chloride can replace the use of excess toxic gaseous CO in palladium-catalyzed alkoxy-/amino-/hydrogen-/hydroxycarbonylation processes providing esters, amides, aldehydes, and carboxylic acids in very good yields.

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Key Words

carboxylation of arenes, aminocarbonylation, zinc


ID: J54-Y2015