An Unexpected Domino Reaction of β-Keto Sulfones with Acetylene Ketones Promoted by Base: Facile Synthesis of 3(2H)-Furanones and Sulfonylbenzenes,Advanced Synthesis & Catalysis

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An Unexpected Domino Reaction of β-Keto Sulfones with Acetylene Ketones Promoted by Base: Facile Synthesis of 3(2H)-Furanones and Sulfonylbenzenes
Advanced Synthesis & Catalysis ( IF 4.4 ) Pub Date : 2017-11-15 12:31:14 , DOI: 10.1002/adsc.201700830
Wei Tong ₁ , Qian-Yu Li ₁ , Yan-Li Xu ₂ , Heng-Shan Wang ₁ , Yan-Yan Chen ₂ , Ying-Ming Pan ₁

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An unexpected domino reaction of β-keto sulfones with acetylene ketones has been developed. The domino reaction of β-keto sulfones with diynones proceeded smoothly in the presence of 30 mol% K₂CO₃ without other additives, and afforded the novel 3(2H)-furanone derivatives. On replacing the diynones with terminal alkyne ketones, the reaction regioselectivity was changed and sulfonylbenzenes were obtained via benzannulation in good yields.

中文翻译：

β-酮砜与碱促进的乙炔酮发生意外的多米诺反应：轻松合成3（2H）-呋喃酮和磺酰基苯

已经开发出β-酮砜与乙炔酮的出乎意料的多米诺骨牌反应。在没有其他添加剂的情况下，在30 mol％K ₂ CO ₃的存在下，β-酮砜与二炔酮的多米诺反应顺利进行，得到了新颖的3（2 H）-呋喃酮衍生物。用末端炔烃酮取代二炔酮后，反应区域选择性改变，并通过苯环化获得磺酰苯，收率很高。

更新日期：2017-11-16

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