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Updated: Apr 17, 2026

Synthesis of Hypervalent Iodonium Alkynyl Triflates for the Application of Generating Cyanocarbenes
Published on: September 8, 2013
Light-enabled synthesis of anhydrides and amides
Terry McCallum1, Louis Barriault
1Centre for Catalysis, Research and Innovation, Department of Chemistry, University of Ottawa , Ottawa, Ontario K1N 6N5, Canada.
Abstract:
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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