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Photoinduced iodine-mediated tandem dehydrogenative Povarov cyclisation/C-H oxygenation reactions.
Organic & Biomolecular Chemistry ( IF 3.2 ) Pub Date : 2020-08-24 , DOI: 10.1039/d0ob01494j
Eva Schendera 1 , Alexander Villinger , Malte Brasholz
Affiliation  

We report metal-free, photoinduced aerobic tandem dehydrogenative Povarov cyclisation/Csp3–H oxygenation reactions between N-aryl glycine esters and α-substituted styrenes, which efficiently lead to 4,4-disubstituted dihydroquinoline-3-ones under mild conditions. The reactions are mediated by iodine along with visible light irradiation, which allows for the in situ generation of the essential Brønsted acid HI, to catalyse the key imine [4+2]-cycloaddition.

中文翻译:

光诱导的碘介导的串联脱氢波瓦罗夫环化/CH 氧化反应。

我们报告了N-芳基甘氨酸酯和 α-取代苯乙烯之间的无金属光诱导好氧串联脱氢 Povarov 环化/C sp 3 -H 氧化反应,在温和条件下有效地产生 4,4-二取代二氢喹啉-3-酮。该反应由碘和可见光照射介导,允许原位产生必需的布朗斯台德酸 HI,以催化关键的亚胺 [4+2]-环加成。
更新日期:2020-09-16
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