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DMF和四溴化碳光激发下合成取代的酸酐和酰胺

 光激发酸酐和酰胺的合成

最近我们展示了仅DMF和四溴化碳的Vilsmeier–Haack光反应,通过拓展这一反应到取代的羧酸生成了对称的酸酐,这个可以很容易生成酰胺衍生物。UVA LEDs (365 nm),缩短了反应时间降低了成本

Terry McCallum and Louis Barriault *

Centre for Catalysis, Research and Innovation, Department of Chemistry, University of Ottawa, Ottawa, Ontario K1N 6N5, Canada

J. Org. Chem

Recently, we have demonstrated that the photogeneration of Vilsmeier–Haack reagents is possible using only dimethylformamide (DMF) and tetrabromomethane (CBr4) in the bromination of alcohols. Extending these findings to carboxylic acid substrates has produced a mild and facile approach to the in situ formation of symmetric anhydrides, which were conveniently converted to amide derivatives in a one-pot process. The efficient protocols discussed herein are marked by use of UVA LEDs (365 nm), which have reduced the reaction times and come with a low setup cost.

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