Visible-Light Induced and Iron Peroxo-Promoted Radical Difunctionalization of Alkene for the Synthesis of β-Ketosulfone and α-Chloroketone

IF 3.6 2区 化学 Q1 CHEMISTRY, ORGANIC Journal of Organic Chemistry Pub Date : 2024-12-26 DOI:10.1021/acs.joc.4c02720
Xinyu Zhu, Chen Bao, Xingxian Zhang, Niuhai Chen, Meng Guan, Yuling Yu Liao, Guanyinsheng Qiu
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Abstract

In this work, a switchable synthesis of β-ketosulfone and α-chloroketone through a radical difunctionalization of alkenes is reported. The transformation works well under iron peroxo species/photoredox dual catalysis and an open-flask atmosphere, and the reaction is highlighted with good yields and a broad reaction scope. Mechanism studies show that the reaction is initiated by a formal [4 + 2] cyclization of the sulfonyl radical in a regioselective manner.

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可见光诱导和铁过氧促进烯烃自由基双官能化合成β-酮砜和α-氯酮
本文报道了通过烯烃自由基双官能化合成β-酮砜和α-氯酮的方法。该反应在过氧铁/光氧化还原双催化和开瓶气氛下具有良好的转化效果,反应收率高,反应范围广。机理研究表明,该反应是由磺酰基以区域选择性的方式形成[4 + 2]环化引发的。
本文章由计算机程序翻译,如有差异,请以英文原文为准。
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来源期刊
Journal of Organic Chemistry
Journal of Organic Chemistry 化学-有机化学
CiteScore
6.20
自引率
11.10%
发文量
1467
审稿时长
2 months
期刊介绍: Journal of Organic Chemistry welcomes original contributions of fundamental research in all branches of the theory and practice of organic chemistry. In selecting manuscripts for publication, the editors place emphasis on the quality and novelty of the work, as well as the breadth of interest to the organic chemistry community.
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