期刊
ORGANIC LETTERS
卷 25, 期 18, 页码 3314-3318出版社
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.3c01145
关键词
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An efficient photochemical strategy for the synthesis of fluorinated nitrogen-containing heterocycles from diazocarbonyl compounds is disclosed. This transformation involves the reaction of fluoroalkyl radicals with alpha-diazoketones under visible light. A wide range of N-heterocycles containing CF3 and perfluoroalkylated groups are successfully constructed in moderate to good yields. This photochemical strategy may serve as a valuable method for the synthesis of complex organofluorides via diazo/fluorine/radical chemistry.
We disclose herein an efficient photochemical formal [3+2+1] annulation strategy for the transformation of diazocarbonyl compounds into various fluorinated nitrogen-containing heterocycles. This transformation is characterized by reacting fluoroalkyl radicals with alpha-diazoketones, which are used as infrequent denitrogenated synthons under visible light. Moreover, a wide range of N-heterocycles containing precious CF3 and perfluoroalkylated groups are constructed in moderate to good yields. Notably, this photochemical strategy may provide a fruitful path for the synthesis of complex organofluorides via diazo/fluorine/radical chemistry.
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