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Direct Dehydrogenation of Ethers to Vinyl Ethers by Decatungstate and Cobaloxime Dual Catalysis
Peiyu Yi1, Yuchen Jiang1, Xiangmin Tian1
1State Key Laboratory of Fine Chemicals, Frontiers Science Center for Smart Materials Oriented Chemical Engineering, Dalian University of Technology, Dalian 116024, China.
Abstract:
Vinyl ethers are valuable intermediates in polymer and organic synthesis. Most existing routes require prefunctionalization and multiple steps, increasing complexity and reducing efficiency. Here we report a direct photocatalytic dehydrogenation of readily available ethers to access vinyl ethers. The protocol exhibits broad functional-group tolerance and enables late-stage functionalization. The transformation proceeds via synergistic catalysis by sodium decatungstate (NaDT) and a cobaloxime, and mechanistic studies support a radical, acceptorless dehydrogenation pathway.
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Ethers can be prepared from organic compounds by various methods. Some of them are discussed below,
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In this method, in the presence of protic acids, alcohol dehydrates to produce alkenes and ethers under different conditions. For example, in the presence of sulphuric acid, dehydration of ethanol at 413 K yields ethoxyethane, whereas it yields ethene at 443 K.
02:44Oxidation of Alkenes: Syn Dihydroxylation with Osmium Tetraoxide
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One of the convenient methods for the preparation of aldehydes and ketones is via hydration of alkynes. Hydroboration-oxidation of alkynes is an indirect hydration reaction in which an alkyne is treated with borane followed by oxidation with alkaline peroxide to form an enol that rapidly converts into an aldehyde or a ketone. Terminal alkynes form aldehydes, whereas internal alkynes give ketones as the final product.
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Ethers can also be prepared from alkenes through acid-catalyzed addition of alcohols and alkoxymercuration–demercuration.
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