A novel and convenient approach to furan-3-carboxylic esters 2 is presented, based on palladium-catalyzed direct oxidative carbonylation of readily available 3-yne-1,2-diols 1. The process, correspondingto a sequential combination between a 5-endo-dig heterocyclodehydration step and an oxidative alkoxycarbonylation stage, is catalyzed by PdI2 in conjunction with an excess of KI under relatively mild conditions(100 °C in ROH under 40 atm of a 4:1 mixture of CO-air).
Palladium-catalyzed oxidative heterocyclodehydration-alkoxycarbonylation of 3-yne-1,2-diols: a novel and expedient approach to furan-3-carboxylic esters
GABRIELE, Bartolo;VELTRI, Lucia;MANCUSO R;PLASTINA, Pierluigi;
2010-01-01
Abstract
A novel and convenient approach to furan-3-carboxylic esters 2 is presented, based on palladium-catalyzed direct oxidative carbonylation of readily available 3-yne-1,2-diols 1. The process, correspondingto a sequential combination between a 5-endo-dig heterocyclodehydration step and an oxidative alkoxycarbonylation stage, is catalyzed by PdI2 in conjunction with an excess of KI under relatively mild conditions(100 °C in ROH under 40 atm of a 4:1 mixture of CO-air).File in questo prodotto:
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