Visible light-induced selective aerobic oxidative transposition of vinyl halides using a tetrahalogenoferrate(iii) complex catalyst

Literature Information

Publication Date 2017-10-11
DOI 10.1039/C7QO00798A
Impact Factor 5.281
Authors

Sanliang Li, Bo Zhu, Richmond Lee, Baokun Qiao, Zhiyong Jiang


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Abstract

We report tetrahalogenoferrate(III) complexes as a new kind of iron photocatalyst. These complexes are easily prepared from FeCl3 with lithium bromide or ammonium bromides, and have a good and tunable photo-sensitivity in the visible light region. Their distinct catalytic mode with FeCl3 enables a highly chemoselective photooxygenation of benzylic sp3 C–H, providing a series of carbonyls in moderate to excellent yields. The method has also been employed in the challenging aerobic oxidative transposition of vinyl halides, thus facilitating a mild and highly efficient approach to access significant α-halo ketones with a broad substrate scope. The disclosure of tetrahalogenoferrate(III) complex photocatalysts should provide inspiration for their expansion to new aerobic oxidative reactions and even anaerobic variations.

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Organic Chemistry Frontiers

Organic Chemistry Frontiers
CiteScore: 7.8
Self-citation Rate: 8.7%
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Organic Chemistry Frontiers publishes high-quality research from across organic chemistry. Emphases are placed on studies that make significant contributions to the field of organic chemistry by reporting either new or significantly improved protocols or methodologies. Topics include, but are not limited to the following: Organic synthesis Development of synthetic methodologies Catalysis Natural products Functional organic materials Supramolecular and macromolecular chemistry Physical and computational organic chemistry

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