2024-03-28T20:08:03Zhttps://eprints.lib.hokudai.ac.jp/dspace-oai/requestoai:eprints.lib.hokudai.ac.jp:2115/776442022-11-17T02:08:08Zhdl_2115_20044hdl_2115_124Palladium-Catalyzed Decarboxylative Alkynylation of alpha-Acyloxyketones by C(sp(3))-O Bond CleavageDoi, RyoheiYabuta, Akimasa1000090226019Sato, Yoshihiroopen accessThis is the peer-reviewed version of the following article: https://onlinelibrary.wiley.com/doi/full/10.1002/chem.201900582, which has been published in final form at 10.1002/chem.201900582. This article may be used for non-commercial purposes in accordance with Wiley-VCH Terms and Conditions for Self-Archiving.alkynylationdecarboxylationenolatesketonespalladium460Palladium-catalyzed decarboxylative alkynylation of alpha-acyloxyketones triggered by C(sp(3))-O bond cleavage is disclosed. The decarboxylation strategy featuring a neutral reaction condition enabled an unprecedent catalytic alkynylation of a ketone enolate. The reaction was applied to a variety of substrates, giving desired products in good yields. We successfully obtained X-ray crystallography of a new palladium-enolate intermediate that was synthesized by a reaction of [Pd(cod)(CH2TMS)(2)] with XPhos and alpha-acyloxyketone at room temperature, indicating facile C(sp(3))-O bond disconnection.Wiley-Blackwell2019-04-23engjournal articleAMhttp://hdl.handle.net/2115/77644https://doi.org/10.1002/chem.2019005820947-6539Chemistry-A European journal252358845888https://eprints.lib.hokudai.ac.jp/dspace/bitstream/2115/77644/1/WoS_89426_Doi.pdfapplication/pdf505.88 KB2019-04-23