Key Laboratory for Macromolecular Science of Shaanxi Province, Research Center for Applied Catalysis, School of Chemistry & Chemical Engineering , Shaanxi Normal University , Xi'an 710062 , China.
J Org Chem. 2019 Feb 1;84(3):1348-1362. doi: 10.1021/acs.joc.8b02820. Epub 2019 Jan 24.
The one-step strategy for the facile syntheses of structurally diverse 1-indanones in moderate to good isolated yields was developed via a ruthenium-catalyzed tandem coupling and cyclization of simple aromatic acids with α,β-unsaturated ketones. The tandem cyclization involves one-pot sequential reactions of C-H activation, conjugate addition, Dieckmann condensation, Michael addition, intramolecular Aldol reaction, or hydrolysis. Switchable access to spiroindanones and 2-substituted 1-indanones could be achieved by manganese additive and HO. Mn(II) additive is found to play an important role in this transformation, and a trace amount of water can promote the formation of 2-substituted 1-indanones. This process features the one-pot efficient construction of multiple C-C bonds, high step-economy, commercially available starting materials, and a broad substrate scope.
通过钌催化的串联偶联和简单芳香酸与α,β-不饱和酮的环化反应，开发了一种一步策略，可在中等至良好的分离收率下轻松合成结构多样的 1-茚酮。串联环化涉及 C-H 活化、共轭加成、Dieckmann 缩合、迈克尔加成、分子内Aldol 反应或水解的一锅顺序反应。通过锰添加剂和 HO 可以实现螺茚酮和 2-取代 1-茚酮的可切换合成。Mn(II)添加剂在这种转化中起着重要的作用，痕量的水可以促进 2-取代 1-茚酮的形成。该过程具有一锅法高效构建多个 C-C 键、高步骤经济性、商业上可用的起始原料和广泛的底物范围的特点。
