Doi Ryohei, Yabuta Akimasa, Sato Yoshihiro
Faculty of Pharmaceutical Sciences, Hokkaido University, Sapporo, 060-0812, Japan.
Chemistry. 2019 Apr 23;25(23):5884-5888. doi: 10.1002/chem.201900582. Epub 2019 Apr 1.
Palladium-catalyzed decarboxylative alkynylation of α-acyloxyketones triggered by C(sp )-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)(CH TMS) ] with XPhos and α-acyloxyketone at room temperature, indicating facile C(sp )-O bond disconnection.
公开了由C(sp)-O键断裂引发的钯催化α-酰氧基酮的脱羧炔基化反应。该脱羧策略具有中性反应条件，实现了前所未有的酮烯醇盐催化炔基化反应。该反应适用于多种底物，能以良好的产率得到所需产物。我们成功获得了一种新的钯-烯醇盐中间体的X射线晶体学数据，该中间体是通过[Pd(cod)(CH TMS)]与XPhos和α-酰氧基酮在室温下反应合成的，表明C(sp)-O键易于断裂。
