期刊
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
卷 139, 期 16, 页码 5736-5739出版社
AMER CHEMICAL SOC
DOI: 10.1021/jacs.7b02569
关键词
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资金
- University of Bristol
- EU [744242]
- Engineering and Physical Sciences Research Council [EP/K03927X/1] Funding Source: researchfish
- EPSRC [EP/K03927X/1] Funding Source: UKRI
- Marie Curie Actions (MSCA) [744242] Funding Source: Marie Curie Actions (MSCA)
Vinyl boronates react with electron-deficient alkyl iodides in the presence of visible light to give boronic esters in which two new C-C bonds have been created. The reaction occurs by radical addition of an electron-deficient alkyl radical to the vinyl boronate followed by electron transfer with another molecule of alkyl iodide, continuing the chain, and triggering a 1,2-metalate rearrangement. In a number of cases, the use of a photoredox catalyst enhances yields significantly. The scope of the radical precursor includes alpha-iodo ketones, esters, nitriles, primary amides, alpha-fluorinated halo-acetates and perfluoroalkyl iodides.
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