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可见光辅助的 Ni-/Ir 催化原子经济性合成螺[呋喃-3,1'-茚]衍生物。

Visible light-assisted Ni-/Ir-catalysed atom-economic synthesis of spiro[furan-3,1'-indene] derivatives.

机构信息

Department of Medicinal and Applied Chemistry, Kaohsiung Medical University, No. 100, Shih-Chuan 1st Road, Sanmin District, Kaohsiung City, 807, Taiwan.

Department of Medical Research, Kaohsiung Medical University, Hospital No. 100, Tzyou 1st Road, Sanmin District, Kaohsiung City, 807, Taiwan.

出版信息

Chem Commun (Camb). 2022 Mar 24;58(25):4087-4090. doi: 10.1039/d2cc00717g.

Abstract

An atom-economic, efficient, and highly convenient construction of spiro[furan-3,1'-indene] skeletons from isocyanides and 1,5-enynes by synergistic nickel- and iridium-photocatalysis is reported. Spirocyclization was developed under practical and mild conditions, which features excellent functional group tolerance, gram-scale synthesis and representative synthetic transformations for the obtained products and broad substrate scope. Primary mechanistic studies demonstrated that the reaction proceeds through energy-transfer-mediated excitation of intermediate catalytic species.

摘要

报道了一种从异氰化物和 1,5-烯炔出发,通过协同镍和铱光催化实现原子经济性、高效、非常方便的构建螺[呋喃-3,1'-茚]骨架的方法。螺环化反应在实际和温和的条件下进行,具有优异的官能团耐受性、克级规模合成以及对得到的产物的代表性合成转化和广泛的底物范围。初步的机理研究表明,该反应通过中间催化物种的能量转移介导激发进行。

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