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光催化多米诺自由基加成/氧化序列反应:由α-氯代烷基酮和苯乙烯一锅法合成多取代呋喃

Domino Radical Addition/Oxidation Sequence with Photocatalysis: One-Pot Synthesis of Polysubstituted Furans from α-Chloro-Alkyl Ketones and Styrenes.

作者信息

Wang Shuang, Jia Wen-Liang, Wang Lin, Liu Qiang, Wu Li-Zhu

机构信息

State Key Laboratory of Applied Organic Chemistry, College of Chemistry and Chemical Engineering, Lanzhou University, Lanzhou, 730000, P. R. China.

Key Laboratory of Photochemical Conversion and Optoelectronic Materials, Technical Institute of Physics and Chemistry, University of Chinese Academy of Sciences, Chinese Academy of Sciences, Beijing, 100190, P. R. China.

出版信息

Chemistry. 2016 Sep 19;22(39):13794-13798. doi: 10.1002/chem.201602053. Epub 2016 Aug 19.

Abstract

A new domino reaction has been developed that allows the combination of styrenes and α-alkyl ketone radicals to afford a wide array of polysubstituted furans in good to excellent yields under mild and simple reaction conditions. The key to success of this novel protocol is the use of photocatalyst fac-Ir(ppy) and oxidant K S O . Mechanistic studies by a radical scavenger and photoluminescence quenching suggest that a radical addition/oxidation pathway is operable.

摘要

一种新的多米诺反应已被开发出来,该反应能使苯乙烯和α-烷基酮自由基结合,在温和且简单的反应条件下,以良好至优异的产率得到多种多取代呋喃。这种新方法成功的关键是使用光催化剂fac-Ir(ppy)和氧化剂K₂S₂O₈。通过自由基清除剂和光致发光猝灭进行的机理研究表明,自由基加成/氧化途径是可行的。

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