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Synthesis of α,β-Alkynyl Esters and Unsymmetrical Maleate Esters Catalyzed by Pd/C; An Efficient Phosphine-Free Catalytic System for Oxidative Alkoxycarbonylation of Terminal Alkynes

Sandip T. Gadge, Bhalchandra M. Bhanage*

*Department of Chemistry, Institute of Chemical Technology, N. Parekh Marg, Matunga, Mumbai 400 019, India, Email:

S. T. Gadge, B. M. Bhanage, Synlett, 2013, 24, 981-986.

DOI: 10.1055/s-0032-1316896

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Pd/C-catalyzed oxidative alkoxycarbonylation of terminal alkynes using alcohols in the presence of tetrabutylammonium iodide under CO/O2 gave α,β-alkynyl esters and unsymmetrical maleate esters in very good yields depending on the reaction conditions. The protocols eliminate the use of phosphine ligands and offer catalyst recovery. The catalyst was recycled up to six times without significant loss of catalytic activity.

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Key Words

alkynes, carbonylation, alkynyl esters, heterogeneous catalysis, palladium, alcohols, oxygen, multicomponent reactions

ID: J60-Y2013