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Dehydrogenative Carbon–Carbon Bond Formation Using Alkynyloxy Moieties as Hydrogen‐Accepting Directing Groups
Authors:Dr Yasunori Minami  Tatsuro Kodama  Prof Dr Tamejiro Hiyama
Institution:1. Research and Development Initiative, Chuo University and JST, ACT‐C, Kasuga, Bunkyo‐ku, Tokyo 112‐8551 (Japan);2. Department of Applied Chemistry, Chuo University, Kasuga, Bunkyo‐ku, Tokyo 112‐8551 (Japan)
Abstract:In the presence of a catalyst system consisting of Pd(OAc)2, PCy3, and Zn(OAc)2, the reaction of alkynyl aryl ethers with bicycloalkenes, α,ß‐unsaturated esters, or heteroarenes results in the site‐selective cleavage of two C? H bonds followed by the formation of C? C bonds. In all cases, the alkynyloxy group acts as a directing group for the activation of an ortho C? H bond and as a hydrogen acceptor, thus rendering the use of additives such as an oxidant or base unnecessary.
Keywords:alkynes  annulation  C  C coupling  C  H activation  palladium
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