- METHOD FOR THE PRODUCTION OF DIALKYL AMINO ETHERS
-
The invention relates to a method for producing dialkyl amino ethers by reacting dialkyl amino alcohol compounds with acetylene, followed by hydrogenation.
- -
-
Page/Page column 6
(2008/06/13)
-
- Highly regioselective, sequential, and multiple palladium-catalyzed arylations of vinyl ethers carrying a coordinating auxiliary: An example of a heck triarylation process
-
This article describes the development of new auxiliary-accelerated Heck multiarylations by intramolecular presentation of the oxidative addition complex. The introduction of a specific, palladium-coordinating dimethylamino group allows for the desired chelation-accelerated and chelation-controlled tri- and diarylation reactions. We report (a) the first example of a Heck triarylation process, (b) highly selective palladium-catalyzed diarylations of alkyl vinyl ethers, and (c) a very rapid two-phase protocol for the microwave-assisted hydrolysis of amino-substituted, arylated vinyl ethers constituting an entry to diarylated ethanals and substituted desoxybenzoins. X-ray structures and product patterns support the suggested substrate-controlled Heck reaction pathway. The catalyst-directing alkyl dimethylamino functionality was rapidly (1-2 min) and efficiently released by microwave hydrolysis after Heck multiarylation reactions. The liberated aromatic carbonyl compounds were thereafter isolated and fully characterized.
- Nilsson,Larhed,Hallberg
-
p. 8217 - 8225
(2007/10/03)
-
- Process for production of vinyl ether
-
There is provided a simple and rational process for production of a vinyl ether, which comprises subjecting a 2-hydroxyalkoxy compound having, in the molecule, at least one 2-hydroxyalkoxy group and at least one functional group selected from the group consisting of a hydroxyl group and an amino group, to an intramolecular dehydration reaction in a gas phase to convert the compound into a corresponding functional group-containing vinyl ether in one step without using any subsidiary raw material or any solvent. The process is characterized by using, as a catalyst, an oxide containing an alkali metal element and/or an alkaline earth metal element and silicon.
- -
-
-
- Chelation-Controlled, Palladium-Catalyzed Vinylic Substitution Reactions of Vinyl Ethers. 2-Arylethanal Equivalents from Aryl Halides
-
The regioselectivity of palladium-catalyzed arylation reactions of a series of nitrogen-containing vinyl ethers is reported.The presence of a β-amino substituent gives a profound influence on regiochemistry.Thus, the arylation of ethene (1c) with a variety of aryl iodides and bromides provides the β-arylation products ethenyl>arenes (3) with at least 95percent selectivity and in good yields.The corresponding arylation of butoxyethene is a nonselective process giving a mixture of α- and β-substitution products.The palladium-catalyzed arylation of 1c constitutes an entry to 2-arylethanals after cleavage of the enol ether.The directing effect of the amino group is discussed in terms of chelation with the intermediate arylpalladium halide.
- Andersson, Carl-Magnus,Larsson, Joakim,Hallberg, Anders
-
p. 5757 - 5761
(2007/10/02)
-