Synthesis of aryl ethers
AssigneeMassachusetts Institute of Technology
InventorsStephen L. Buchwald, John P. Wolfe, Michael Palucki
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Abstract
A method for preparing an aryl ether compound is provided in which an alcohol is reacted with an aromatic compound in the presence of a base, and a transition metal catalyst selected from the group consisting of platinum and nickel to form an aryl ether. The aromatic compound comprises an activated substituent, X, said activated substituent being a moiety such that its conjugate acid HX has a pKa of less than 5.0. The catalyst is preferably a soluble palladium complex in the presence of supporting ligands.
Claims40
A method of preparing an aryl ether compound, comprising:
- reacting, in a reaction mixture, an alcohol with an aromatic compound in the presence of a base and a catalyst complex comprising a transition metal selected from the group consisting of platinum, palladium and nickel, and a supporting ligand, said aromatic compound comprising an activated substituent, X, said activated substituent being a moiety such that its conjugate acid HX has a pKa, under conditions of the reaction mixture, which affords catalyst-dependent cross-coupling of the alcohol and aromatic compound to form an aryl ether.
A method of preparing an aryl ether compound, comprising:
- reacting, in a reaction mixture, an alkoxide salt with an aromatic compound in the presence of a catalyst complex comprising a transition metal selected from the group consisting of platinum, palladium and nickel, and a supporting ligand, said aromatic compound comprising an activated substituent, X, said activated substituent being a moiety such that its conjugate acid HX has a pKa under conditions of the reaction mixture, which affords catalyst-dependent cross-coupling of the alkoxide and aromatic compound to form an aryl ether.
Dependencies are inferred from the claim text.