Frontier Research Center of Matter Science and Technology, Department of Chemistry , National Tsing-Hua University , Hsinchu 30013 , Taiwan.
Org Lett. 2018 Jul 6;20(13):3806-3809. doi: 10.1021/acs.orglett.8b01398. Epub 2018 Jun 19.
This work reports gold-catalyzed [4 + 1]-annulation reactions between 1,4-diyn-3-ols and isoxazoles or benzisoxazoles to yield pyrrole derivatives. The reaction chemoselectivity is controlled by an initial attack of an isoxazole at a less hindered alkyne to form gold carbenes, further inducing a 1,2-migration of a second alkyne group. A broad substrate scope of 1,4-diyn-3-ols, isoxazoles and even benzisoxazoles highlighted the reaction utility.
这项工作报道了金催化的 [4 + 1]-环加成反应，该反应在 1,4-二炔-3-醇和异恶唑或苯并异恶唑之间进行，生成吡咯衍生物。反应的化学选择性由异恶唑首先攻击位阻较小的炔烃来形成金卡宾来控制，进一步诱导第二个炔烃基团的 1,2-迁移。1,4-二炔-3-醇、异恶唑甚至苯并异恶唑的广泛底物范围突出了该反应的实用性。
