We have found that carbon dioxide effectively promotes thePd-catalyzed oxidative carbonylation of terminal alkynes togive maleic anhydrides in fair yields. Reactions were carriedout in aqueous dioxane at 60−80 °C in the presence of catalyticamounts of PdI2 in conjunction with KI and under a4:1:10 mixture of CO/air/CO2 (60 atm total pressure at 25 °C).By working in the presence of a large excess of water, maleic acids were formed selectively with unprecedented catalyticefficiencies for this kind of reaction. In the latter case, theuse of an excess of carbon dioxide tended to inhibit, ratherthan promote, the reaction.

SYNTHESIS OF MALEIC ANHYDRIDES AND MALEIC ACIDS BY PD-CATALYZED OXIDATIVE DICARBONYLATION OF ALK-1-YNES

GABRIELE, Bartolo;VELTRI, Lucia;
2003-01-01

Abstract

We have found that carbon dioxide effectively promotes thePd-catalyzed oxidative carbonylation of terminal alkynes togive maleic anhydrides in fair yields. Reactions were carriedout in aqueous dioxane at 60−80 °C in the presence of catalyticamounts of PdI2 in conjunction with KI and under a4:1:10 mixture of CO/air/CO2 (60 atm total pressure at 25 °C).By working in the presence of a large excess of water, maleic acids were formed selectively with unprecedented catalyticefficiencies for this kind of reaction. In the latter case, theuse of an excess of carbon dioxide tended to inhibit, ratherthan promote, the reaction.
2003
Carbonylation; Alkynes; Palladium
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/20.500.11770/126049
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